Recent Publications
383
Photo- and Cobalt-Catalyzed Cycloisomerization of Unsaturated Guanidines, (Iso-)Ureas, and Carbonates
H. Lindner, E. M. Carreira, Org. Lett. 2025, 27, 704–708.
external page https://pubs.acs.org/doi/10.1021/acs.orglett.4c04695
382
Construction of Vicinal Quaternary Centers via Ru-Catalyzed Enantiospecific Allylic Substitution with Lithium Ester Enolates
S. M. Papidocha, E. M. Carreira, J. Am. Chem. Soc. 2024, 146, 23674–23679.
381
Synthesis of Primary Amines via Hydrogen Atom Transfer-Initiated Cyclization/Reduction Cascade of Unsaturated Nitriles
H. Lindner, M. Schneider, P. Mader, F. Su, E. M. Carreira, Org. Lett. 2024, 26, 5467–5471.
external page https://pubs.acs.org/doi/10.1021/acs.orglett.4c01739
380
Patent review of cannabinoid receptor type 2 (CB2R) modulators (2016-present)
M. Kosar, L. Mach, E. M. Carreira, M. Nazaré, P. Pacher, U. Grether, Expert Opinion on Therapeutic Patents 2024
379
Cobalt-Catalyzed Photo-Semipinacol Rearrangement of Unactivated Allylic Alcohols
H. Lindner, E. M. Carreira, Angew. Chem. Int. Ed. 2024, e202407827.
external page https://onlinelibrary.wiley.com/doi/10.1002/anie.202407827
378
Aryl Azocyclopropeniums: Minimalist, Visible-Light Photoswitches
M. Fink, J. Stäuble, M. Weisgerber, E. M. Carreira, J. Am. Chem. Soc. 2024, 146, 9519–9525.
377
Flipping the GPCR Switch: Structure-Based Development of Selective Cannabinoid Receptor 2 Inverse Agonists
M. Kosar, R. C. Sarott, D. A. Sykes, A. E. G. Viray, R. M. Vitale, N. Tomašević, X. Li, R. L. Z. Ganzoni, B. Kicin, L. Reichert, K. J. Patej, U. Gómez-Bouzó, W. Guba, P. J. McCormick, T. Hua, C. W. Gruber, D. B. Veprintsev, J. A. Frank, U. Grether, E. M. Carreira, ACS Cent. Sci. 2024, 10, 956–968.
external page https://pubs.acs.org/doi/10.1021/acscentsci.3c01461
376
Photo- and Cobalt-Catalyzed Synthesis of Heterocycles via Cycloisomerization of Unactivated Olefins
H. Lindner, W. M. Amberg, T. Martini, D. M. Fischer, E. Moore, E. M. Carreira, Angew. Chem. Int. Ed. 2024, e202319515.
external page https://onlinelibrary.wiley.com/doi/10.1002/anie.202319515
375
Harnessing PROTAC technology to combat stress hormone receptor activation
M. Gazorpak, K. M. Hugentobler, D. Paul, P.-L. Germain, M. Kretschmer, I. Ivanova, S. Frei, K. Mathis, R. Rudolf, S. M. Barrenechea, V. Fischer, X. Xue, A. L. Ptaszek, J. Holzinger, M. Privitera, A. Hierlemann, O. C. Meijer, R. Konrat, E. M. Carreira, J. Bohacek & K. Gapp, Nat. Commun. 2023, 14, 8177.
external page https://www.nature.com/articles/s41467-023-44031-2
374
A naturally occurring polyacetylene isolated from carrots promotes health and delays signatures of aging
C. Thomas, R. Erni, J. Y. Wu, F. Fischer, G. Lamers, G. Grigolon, S. J. Mitchell, K. Zarse, E. M. Carreira & M. Ristow, Nat. Commun. 2023, 14, 8142.
external page https://www.nature.com/articles/s41467-023-43672-7
373
Total Synthesis of (+)-Euphorikanin A via an Atropospecific Cascade
M. J. Classen, B. Kicin, V. A. P. Ruf, A. Hamminger, L. Ribadeau-Dumas, W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc. 2023, ASAP.
372
Iron-Mediated Photochemical Anti-Markovnikov Hydroazidation of Unactivated Olefins
H. Lindner, W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc. 2023, 145, 22347–22353.
external page https://pubs.acs.org/doi/full/10.1021/jacs.3c09122
371
Enantioselective Total Syntheses of Cassane Furanoditerpenoids and Their Stimulation of Cellular Respirationin Brown Adipocytes
H. H. Bulthaupt, F. Glatz, S. M. Papidocha, C. Wu, S. Teh, S. Wolfrum, L. Balážová, C. Wolfrum, E. M. Carreira, J. Am. Chem. Soc. 2023, 145, 21562–21568.
370
Synthesis of Neocaesalpin A, AA, and Nominal Neocaesalpin K
S. M. Papidocha, H. H. Bulthaupt, E. M. Carreira, Angew. Chem. Int. Ed. 2023, e202310149.
369
Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams
M. Freis, M. Balkenhohl, D. M. Fischer, T. Georgiev, R. C. Sarott, E. M. Carreira, Org. Lett. 2023, 25, 6380–6384.
368
Platform Reagents Enable Synthesis of Ligand-Directed Covalent Probes: Study of Cannabinoid Receptor 2 in Live Cells
M. Kosar, D. A. Sykes, A. E. G. Viray, R. M. Vitale, R. C. Sarott, R. L. Ganzoni, D. Onion, J. M. Tobias, P. Leippe, C. Ullmer, E. A. Zirwes, W. Guba, U. Grether, J. A. Frank, D. B. Veprintsev, E. M. Carreira, J. Am. Chem. Soc., 2023, 145, 15094–15108.
367
Organophotocatalytic carbo-heterofunctionalization of unactivated olefins with pendant nucleophiles
D. M. Fischer, M. Freis, W. M. Amberg, H. Lindner, E. M. Carreira, Chem. Sci., 2023, 14, 7256-726.
366
Enantioselective Total Synthesis of (+)-Pedrolide
M. Fadel, E. M. Carreira, J. Am. Chem. Soc., 2023, 145, 8332–8337.
365
Role of Noncovalent Interactions in Inducing High Enantioselectivity in an Alcohol Reductive Deoxygenation Reaction Involving a Planar Carbocationic Intermediate
S. Ghosh, A. Changotra, D. A. Petrone, M. Isomura, E. M. Carreira, R. B. Sunoj, J. Am. Chem. Soc., 2023, 145, 2884–2900.
364
Conformational Diversity in Partially Fluorinated N-Alkyl Pipecolic Acid Amide Derivatives
N. Trapp, M. Wörle, B. Kuhn, P. Gerber, R. Vorberg, E. M. Carreira, K. Müller, Helv. Chim. Acta, 2023, 106, e202200146.
363
Intermolecular Organophotocatalytic Cyclopropanation of Unactivated Olefins
D. M. Fischer, H. Lindner, W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc., 2023, 145, 774–780.
362
Genome-based discovery and total synthesis of janustatins, potent cytotoxins from a plant-associated bacterium
R. Ueoka, P. Sondermann, S. Leopold-Messer, Y. Liu, R. Suo, A, Bhushan, L. Vadakumchery, U. Greczmiel, Y. Yashiroda, H. Kimura, S. Nishimura, Y. Hoshikawa, M. Yoshida, A. Oxenius, S. Matsunaga, R. T. Williamson, E. M. Carreira, J. Piel, Nat. Chem., 2022, 14, 1193–1201.
361
Enantioselective Total Synthesis of (+)-Aberrarone
W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc., 2022, 144, 15475–15479.
360
Carbon Nitride Photoredox Catalysis Enables the Generation of the Dioxolanyl Radical for Conjugate Addition Reactions
V. C. Gerken, E. M. Carreira, ACS Catal., 2022, 12, 10787–10792.
359
Ritter reaction for the synthesis of picolinamides
B. S. Schreib, J. Margarini, E. M. Carreira, Tetrahedron, 2022, 132937.
358
Reverse-Design toward Optimized Labeled Chemical Probes – Examples from the Endocannabinoid System
M. Guberman, M. Kosar, A. Omran, E. M. Carreira, M. Nazaré, U. Grether, Chimia, 2022, 76, 425-434.
357
Total Synthesis of Mutanobactins A, B from the Human Microbiome: Macrocyclization and Thiazepanone Assembly in a Single-Step
M. E. Hansen, S. O. Yasmin, S. Wolfrum, E. M. Carreira, Angew. Chem. Int. Ed., 2022, e202203051.
356
Cobalt-Catalyzed Cyclization of Unsaturated N-Acyl Sulfonamides: a Diverted Mukaiyama Hydration Reaction
D. M. Fischer, M. Balkenhohl, E. M. Carreira, JACS Au, 2022, 2, 1071–1077.
355
Picolinamides and Iodoalkynes Enable Palladium-Catalyzed syn-Aminoalkynylation of Di- and Trisubstituted Alkenes to Give Pyrrolidines
N. Müller, B. S. Schreib, S. U. Leutenegger, E. M. Carreira, Angew. Chem. Int. Ed., 2022, e202204535.
354
Detection of Cannabinoid Receptor Type 2 in Native Cells and Zebrafish with a Highly Potent, Cell-Permeable Fluorescent Probe
T. Gazzi, B. Brennecke, K. Atz, C. Korn, D. Sykes, G. Forn-Cuni, P. Pfaff, R. C. Sarott, M. V. Westphal, Y. Mostinski, L. Mach, M. Wasinska-Kalwa, M. Weise, B. L. Hoare, T. Miljuš, M. Mexi, N. Roth, E. J. Koers, W. Guba, A. Alker, A. C. Rufer, E. A. Kusznir, S. Huber, C. Raposo, E. A. Zirwes, A. Osterwald, A. Pavlovic, S. Moes, J. Beck, M. Nettekoven, I. Benito-Cuesta, T. Grande, F. Drawnel, G. Widmer, D. Holzer, T. van der Wel, H. Mandhair, M. Honer, J. Fingerle, J. Scheffel, J. Broichhagen, K. Gawrisch, J. Romero, C. J. Hillard, Z. V. Varga, M. van der Stelt, P. Pacher, J. Gertsch, C. Ullmer, P. J. McCormick, S. Oddi, H. Spaink, M. Maccarrone, D. Veprintsev, E. M. Carreira, U. Grether, M. Nazare , Chem. Sci., 2022, 13, 5539-5545.
354
Grainyhead 1 acts as a drug-inducible conserved transcriptional regulator linked to insulin signaling and lifespan
G. Grigolon, E. Araldi, R. Erni, J. Y. Wu, C.Thomas, M. La Fortezza, B. Laube, D. Pöhlmann, M. Stoffel, K. Zarse, E. M. Carreira, M. Ristow, F. Fischer, Nat. Commun., 2022, 13, 107 .
353
Total Synthesis of Shearinines D and G: A Convergent Approach to Indole Diterpenoids
N. Hauser, M. A. Imhof, S. S. Eichenberger, T. Kündig, E. M. Carreira, Angew. Chem. Int. Ed., 2022, 61, e202112838.
352
Allene C(sp2)–H Activation and Alkenylation Catalyzed by Palladium
B. S. Schreib, M. Son, F. A. Aouane, M.-H. Baik, E. M. Carreira, J. Am. Chem. Soc., 2021, 143, 21705–21712.
351
Light-mediated discovery of surfaceome nanoscale organization and intercellular receptor interaction networks
M. Müller, F. Gräbnitz, N. Barandun, Y. Shen, F. Wendt, S. N. Steiner, Y. Severin, S. U. Vetterli, M. Mondal, J. R. Prudent, R. Hofmann, M. van Oostrum, R. C. Sarott, A. I. Nesvizhskii, E. M. Carreira, J. W. Bode, B. Snijder, J. A. Robinson, M. J. Loessner, A. Oxenius, B. Wollscheid, Nat. Commun., 2021, 12, 7036.
350
Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches
P. Pfaff, F. Anderl, M. Fink, M. Balkenhohl, E. M. Carreira, J. Am. Chem. Soc, 2021, 143, 14495–14501.
349
Δ9-cis-Tetrahydrocannabinol: Natural Occurrence, Chirality, and Pharmacology
M. A. Schafroth, G. Mazzoccanti, I. Reynoso-Moreno, R. Erni, F. Pollastro, D. Caprioglio, B. Botta, G. Allegrone, G. Grassi, A. Chicca, F. Gasparrini, J. Gertsch, E. M. Carreira, G. Appendino, J. Nat. Prod., 2021, 84, 2502–2510.
348
Mutanobactin D from the Human Microbiome: Total Synthesis, Configurational Assignment, and Biological Evaluation
F. Pultar, M. E. Hansen, S. Wolfrum, L. Böselt, R. Fróis-Martins, S. Bloch, A. G. Kravina, D. Pehlivanoglu, C. Schäffer, S. LeibundGut-Landmann, S. Riniker, E. M. Carreira, J. Am. Chem. Soc., 2021, 143, 10389–10402.
347
Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines
M. Balkenhohl, S. Kölbl, T. Georgiev, E. M. Carreira, JACS Au, 2021, 1, 919–924.
346
Enantioselective Total Synthesis of (+)-Euphorikanin A
M. J. Classen, M. N. A. Böcker, R. Roth, W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc., 2021, 143, 8261–8265.
345
Enantio- and Chemoselective Intramolecular Iridium-Catalyzed O-Allylation of Oximes
T. Sandmeier, E. M. Carreira, Org. Lett., 2021, 23, 2643–2647.
344
Construction of Vicinal Quaternary Centers via Iridium-Catalyzed Asymmetric Allenylic Alkylation of Racemic Tertiary Alcohols
M. Isomura, D. A. Petrone, E. M. Carreira, J. Am. Chem. Soc., 2021, 143, 3323–3329.
343
Enantioselective Synthesis of Cyclic Nitrones by Chemoselective Intramolecular Allylic Alkylation of Oximes
T. Sandmeier, E. M. Carreira, Angew. Chem. Int. Ed., 2021, 60, 9913– 9918.
342
Discovery and Surprises with Cyclizations, Cycloadditions, Fragmentations, and Rearrangements in Complex Settings
K. M. Hugentobler, E. M. Carreira, Acc. Chem. Res., 2021, 54, 890–902.
341
Optical Control of Cannabinoid Receptor 2‑Mediated Ca2+ Release Enabled by Synthesis of Photoswitchable Probes
R. C. Sarott, A. E. G. Viray, P. Pfaff, A. Sadybekov, G. Rajic, V. Katritch, E. M. Carreira, J. A. Frank, J. Am. Chem. Soc., 2021, 143, 736–743.
340
Modern Catalytic Enantioselective Approaches to Piperidines
T. Sandmeier, E. M. Carreira. In Synthetic Approaches to Nonaromatic Nitrogen Heterocycles; A. M. M. M. Faisca Phillips, Ed.; John Wiley & Sons, Inc.: Hoboken, New Jersey, 2010; pp 249–271.
339
Total Synthesis of (−)-Mitrephorone A Enabled by Stereoselective Nitrile Oxide Cycloaddition and Tetrasubstituted Olefin Synthesis
M. Schneider, M. J. R. Richter, and E. M Carreira, J. Am. Chem. Soc., 2020, 142, 17802–17809.
338
Development of High-Specificity Fluorescent Probes to Enable Cannabinoid Type 2 Receptor Studies in Living Cells
R. C. Sarott, M. Westphal, P. Pfaff, C. Korn, D. A. Sykes, T. Gazzi, B. Brennecke, K. Atz, M. Weise, Y. Mostinski, P. Hompluem, E. Koers, T. Miljus, N. J. Roth, H. Asmelash, M. C. Vong, J. Piovesan, W. Guba, A. Rufer, E. A.Kusznir, S. Huber, C. Raposo, E. A. Zirwes, A. Osterwald, A. Pavlovic, S. Moes, J. Beck, I. Benito-Cuesta, T. Grande, S. Ruiz de Martin, A. A. Yeliseev, F. Drawnel, G. Widmer, D. Holzer, T. van der Wel, H. Mandhair, C. Yuan, W. Drobyski, Y. Saroz, N. L. Grimsey, M. Honer, J. Fingerle, K. Gawrisch, J. Romero, C. Hillard, Z. Varga, M. van der Stelt, P. Pacher, J. Gertsch, P. McCormick, C. Ullmer, S. Oddi, M. Maccarrone, D. Veprintsev, M. Nazaré, U. Grether, and E. M Carreira, J. Am. Chem. Soc., 2020, 142, 16953–16964.
337
Activation of Copper Species on Carbon Nitride for Enhanced Activity in the Arylation of Amines
E. Vorobyeva, V. C. Gerken, S. Mitchell, A. Sabadell-Rendón, R. Hauert, S. Xi, A. Borgna, D. Klose, S. M. Collins, P. A. Midgley, D. M. Kepaptsoglou, Q. M. Ramasse, A. Ruiz-Ferrando, E. Fako, M. A. Ortuño, N. Lopez, E. M. Carreira, and J. Pérez-Ramírez, ACS Catal, 2020, 10, 11069–11080.
336
Ir‐Catalyzed Enantioconvergent Synthesis of Diversely Protected Allenylic Amines Employing Ammonia Surrogates
F. Glatz, D. A. Petrone, and E. M. Carreira, Angew. Chem. Int. Ed. 2020, 59, 16404–16408.
335
Derailed Ohira-Bestmann Reaction of γ,δ-Unsaturated Aldehydes for the Stereoselective Synthesis of Cyclopenta[c]pyrazoles
T. Sandmeier, N. Sievertsen, and E. M. Carreira, Helv. Chim. Acta 2020, 103, e2000058.
334
Ring-Fused Cyclobutanes via Cycloisomerization of Alkylidenecyclopropane Acylsilanes
S. Eichenberger, M. Hönig, M.J.R. Richter, R. Gershoni-Poranne, and E. M. Carreira, Chem. Sci., 2020, 11, 5294–5298.
333
The Serendipitous Discovery of a Rose Odorant
N. Hauser, P. Kraf, E. M. Carreira, Chimia 2020, 74, 247–251.
332
Cyclopentenone Prostaglandins and Structurally Related Oxidized Lipid Species Instigate and Share Distinct Pro- and Anti-inflammatory Pathways
J. Muri, Q. Feng, H. Wolleb, A. Shamshiev, C. Ebner, L. Tortola, P. Broz, E. M. Carreira, M. Kopf, Cell Reports, 2020, 30, 4399–4417.
331
Molecular Recognition and Cocrystallization of Methylated and Halogenated Fragments of Danicalipin A by Enantiopure Alleno-Acetylenic Cage Receptors
C. Gropp, S. Fischer, T. Husch, N. Trapp, E. M. Carreira, F. Diederich, J. Am. Chem. Soc. 2020, 142, 4749–4755.
external page https://doi.org/10.1021/jacs.9b13217
330
Palladium-Catalyzed C–H Alkynylation of Unactivated Alkenes
B. S. Schreib, M. Fadel, E. M. Carreira, Angew. Chem. Int. Ed. 2020, 59, 7818 –7822.
external page https://doi.org/10.1002/anie.202000935
329
Highly Selective, Amine-Derived Cannabinoid Receptor 2 Probes
M. V. Westphal, R. C. Sarott, E. A. Zirwes, A. Osterwald, W. Guba, C. Ullmer, U. Grether, E. M. Carreira, Chem. Eur. J. 2020, 26, 1380–1387.
external page https://doi.org/10.1002/chem.201904584
328
Enantioselective Iridium-Catalyzed α-Allylation with Aqueous Solutions of Acetaldehyde
T. Sandmeier, E. M. Carreira, Org. Lett. 2020, 22, 1135–1138.
external page https://doi.org/10.1021/acs.orglett.9b04658
327
Total Synthesis and Structural Revision of a Harziane Diterpenoid
M. Hönig, E. M. Carreira, Angew. Chem. Int. Ed. 2020, 59, 1192–1196.
external page https://doi.org/10.1002/anie.201912982
326
The Catalytic, Enantioselective Favorskii Reaction: In Situ Formation of Metal Alkynylides and Their Additions to Aldehydes
Y. Sempere, E. M. Carreira, book chapter in S.E. Denmark et al., "Organic Reactions", Vol 100, Wiley, 2020.
external page https://doi.org/10.1002/0471264180.or100.04
325
Pyridinium Salts as Redox‐Active Functional Group Transfer Reagents
S.L. Rössler, B.J. Jelier, E. Magnier, G. Dagousset, E. M. Carreira, A. Togni, Angew. Chem. Int. Ed. 2020, 59, 9264–9280.
external page http://dx.doi.org/10.1002/anie.201911660
324
Asymmetric Synthesis of the Tricyclooctane Core of Trachylobane Natural Products and Related Terpenoids
M. Schneider, M. J. R. Richter, S. Krautwald, E. M. Carreira, Org. Lett. 2019, 21, 8705-8707.
external page https://doi.org/10.1021/acs.orglett.9b03303
323
Reversible Spatiotemporal Control of Induced Protein Degradation by Bistable PhotoPROTACs
P. Pfaff, K. T. G. Samarasinghe, C. M. Crews, E. M. Carreira, ACS Cent. Sci. 2019, 5, 1682-1690.
external page https://doi.org/10.1021/acscentsci.9b00713
322
Gold(I)-catalyzed stereoselective cyclization of 1,3-enyne aldehydes by a 1,3-acyloxy migration/Nazarov cyclization/aldol addition cascade
M. Brandstätter, N. Huwyler, E.M. Carreira, Chem. Sci. 2019, 10, 8219–8223 .
external page https://doi.org/10.1039/C9SC02828E
321
Iridium-Catalyzed Enantioselective Allylic Substitution with Aqueous Solutions of Nucleophiles
T. Sandmeier, F.W. Goetzke, S. Krautwald, E.M. Carreira, J. Am. Chem. Soc. 2019, 141, 12212–12218.
external page https://doi.org/10.1021/jacs.9b05830
320
Iridium-Catalyzed Asymmetric Synthesis of Functionally Rich Molecules Enabled by (Phosphoramidite,Olefin) Ligands
S.L. Rössler, D.A. Petrone, E.M. Carreira, Acc. Chem. Res. 2019, 52, 2657–2672.
external page https://doi.org/10.1021/acs.accounts.9b00209
319
Stereochemical Revision, Total Synthesis, and Solution State Conformation of the Complex Chlorosulfolipid Mytilipin B
P. Sondermann, E.M. Carreira, J. Am. Chem. Soc. 2019, 141, 10510–10519.
external page https://doi.org/10.1021/jacs.9b05013
318
Morpholine Ketene Aminal as Amide Enolate Surrogate in Iridium‐Catalyzed Asymmetric Allylic Alkylation
Y. Sempere, J.L. Alfke, S.L. Rössler, E.M. Carreira, Angew. Chem. Int. Ed., 2019, 58, 9537–9541.
external page https://doi.org/10.1002/anie.201903090
317
Palladium-Catalyzed Regioselective C−H Iodination of Unactivated Alkenes
B.S. Schreib, E.M. Carreira, J. Am. Chem. Soc., 2019, 141, 8758–8763.
external page https://doi.org/10.1021/jacs.9b03998
316
Coordination-Induced Stereocontrol over Carbocations: Asymmetric Reductive Deoxygenation of Racemic Tertiary Alcohols
M. Isomura, D.A. Petrone, E.M. Carreira, J. Am. Chem. Soc., 2019, 141, 4738–4748.
external page https://doi.org/10.1021/jacs.9b00862
315
Total Synthesis of (–)-Merochlorin A
M. Brandstätter, M. Freis, N. Huwyler, E.M. Carreira, Angew. Chem. Int. Ed. 2019, 58, 2490–2494.
external page https://doi.org/10.1002/anie.201813090
314
Pyridyl Radical Cation for C–H Amination of Arenes
S.L. Rössler, B.J. Jelier, P.F. Tripet, A. Shemet, G. Jeschke, A. Togni, E.M. Carreira, Angew. Chem. Int. Ed. 2019, 131, 536 –541.
external page https://doi.org/10.1002/anie.201810261
313
[1,3]‐Sigmatropic Shift of an Allylic Chloride
J. Boshkow, T. Scattolin, F. Schoenebeck, E.M. Carreira, Helv. Chim. Acta. 2018, 101, e18001.
external page https://doi.org/10.1002/hlca.201800148
312
Total Synthesis of (–)-Mitrephorone A
M.J.R. Richter, M. Schneider, M. Brandstätter, S. Krautwald, E.M. Carreira, J. Am. Chem. Soc., 2018, 140, 16704–16710.
external page http://dx.doi.org/10.1021/jacs.8b09685
311
Uncovering the psychoactivity of a cannabinoid from liverworts associated with a legal high
A. Chicca, M.A. Schafroth, I. Reynoso-Moreno, R. Erni, V. Petrucci, E.M. Carreira, J. Gertsch, Sci. Adv. 2018, 4, 1-10.
external page http://dx.doi.org/10.1126/sciadv.aat2166external page
310
Identification of biologically active δ-lactone eicosanoids as paraoxonase substrates
J.F. Teiber, J. Xiao, G.L. Kramer, S. Ogawa, C. Ebner, H. Wolleb, E.M. Carreira, D.M. Shih, R.W. Haley, Biochem. Biophys. Res. 2018, 505, 87–92
external page https://doi.org/10.1016/j.bbrc.2018.09.083
309
Total Synthesis of Epicolactone
A. G. Kravina, E.M. Carreira, Angew. Chem. Int. Ed. 2018, 57, 13159–13162
external page http://dx.doi.org/10.1002/anie.201807709
308
Unconventional Rose Odorants: Serendipitous Discovery and Unique Olfactory Properties of 2,2-Bis(prenyl)-3-oxobutyronitrile and Its Derivatives
N. Hauser, P. Kraft, E.M. Carreira, Synthesis 2018, 50,4490–4500.
external page http://dx.doi.org/10.1055/s-0037-1610199
307
Trimethyl Orthoacetate and Ethylene Glycol Mono-Vinyl Ether as Enolate Surrogates in Enantioselective Iridium-Catalyzed Allylation
Y. Sempere, E.M. Carreira, Angew. Chem. Int. Ed., 2018, 57, 7654–7658.
external page http://dx.doi.org/10.1002/anie.201803558
306
Synthesis and Structure–Activity Relationship Studies of Anti-Inflammatory Epoxyisoprostane Analogues
H. Wolleb, S. Ogawa, M. Schneider, A. Shemet, J. Muri, M. Kopf, E.M. Carreira, Org. Lett., 2018, 20, 3014−3016.
external page http://dx.doi.org/10.1021/acs.orglett.8b01042
305
HATRIC-based identification of receptors for orphan ligands
N. Sobotzki, M.A. Schafroth, A. Rudnicka, A. Koetemann, F. Marty, S. Goetze, Y. Yamauchi, E.M Carreira, B. Wollscheid, Nat. Comm. 2018, 9, 1519.
external page http://dx.doi.org/10.1038/s41467-018-03936-z
304
Apoc Social: A Mobile Interactive and Social Learning Platform for Collaborative Solving of Advanced Problems in Organic Chemistry
N. Sievertsen, E.M. Carreira, Chimia, 2018, 72, 43–47.
external page https://doi.org/10.2533/chimia.2018.43
303
Allenylic Carbonates in Enantioselective Iridium-Catalyzed Alkylations
D.A. Petrone, M. Isomura, I. Franzoni, S.L. Rössler, E.M. Carreira, J. Am. Chem. Soc. 2018, 140, 4697–4704.
external page http://dx.doi.org/10.1021/jacs.8b01416
302
Natural Products Synthesis: A Personal Retrospective and Outlook
E.M. Carreira, Isr. J. Chem. 2018, 58, 114–121.
external page http://dx.doi.org/10.1002/ijch.201700127
301
Selective Photoaffinity Probe That Enables Assessment of Cannabinoid CB2 Receptor Expression and Ligand Engagement in Human Cells
M. Soethoudt, S.C. Stolze, M.V. Westphal, L. van Stralen, A. Martella, E.J. van Rooden, W. Guba, Z.V. Varga, H. Deng, S.I. van Kasteren, U. Grether, A.P. IJzerman, P. Pacher, E.M. Carreira, H.S. Overkleeft, A. Ioan-Facsinay, L.H. Heitman, M. van der Stelt, J. Am. Chem. Soc., 2018, 140, 6067–6075.
external page http://dx.doi.org/10.1021/jacs.7b11281
300
Total Synthesis of (+)-Sarcophytin
L.J. Nannini, Suren J.Nemat, E.M. Carreira, Angew. Chem. Int. Ed., 2018, 130, 831–834.
external page http://dx.doi.org/10.1002/anie.201711372
299
Synthesis of Photoswitchable Δ9-Tetrahydrocannabinol Derivatives Enables Optical Control of Cannabinoid Receptor 1 Signaling
M.V. Westphal, M.A. Schafroth, R.C. Sarott, M.A. Imhof, C.P. Bold, P. Leippe, A. Dhopeshwarkar, J.M. Grandner, V. Katritch, K. Mackie, D. Trauner, E.M. Carreira, J.A. Frank, J. Am. Chem. Soc. 2017, 139, 18206–18212.
external page http://dx.doi.org/10.1021/jacs.7b06456
298
Total Synthesis of (−)-Rhazinilam and Formal Synthesis of (+)-Eburenine and (+)-Aspidospermidine: Asymmetric Cu-Catalyzed Propargylic Substitution
A. Shemet, E.M. Carreira, Org. Lett. 2017, 19, 5529-5532.
external page http://dx.doi.org/10.1021/acs.orglett.7b02619
297
Total Synthesis and Stereochemical Assignment of (+)-Broussonetine H
S.L. Rössler, B.S. Schreib, M. Ginterseder, J.Y. Hamilton, E.M. Carreira, Org. Lett. 2017, 19, 5533–5536.
external page http://dx.doi.org/10.1021/acs.orglett.7b02620
296
Stereochemistry and biological activity of chlorinated lipids: a study of danicalipin A and selected diastereomers
J. Boshkow, S. Fischer, A.M. Bailey, S. Wolfrum, E.M. Carreira, Chem. Sci. 2017, 8, 6904-6910.
external page http://dx.doi.org/10.1039/C7SC03124F
295
Stereoselective Synthesis of Piperidines via Iridium-Catalyzed Cyclocondensation
T. Sandmeier, S.Krautwald, E.M. Carreira, Angew. Chem. Int. Ed. 2017, 56, 11515–11519.
external page http://dx.doi.org/10.1002/anie.201706374
294
Total Synthesis of (+)-Dendrowardol C
H. Wolleb, E.M. Carreira, Angew. Chem. Int. Ed. 2017, 56, 10890–10893.
external page http://dx.doi.org/10.1002/anie.201705809
293
Enantio- and Diastereoselective Spiroketalization Catalyzed by Chiral Iridium Complex
J.Y. Hamilton, S.L. Rössler, E.M. Carreira, J. Am. Chem. Soc. 2017, 139, 8082–8085.
external page http://dx.doi.org/10.1021/jacs.7b02856
292
Enantioselective Iridium-Catalyzed Allylic Cyclizations
M.A. Schafroth, S.M. Rummelt, D. Sarlah, E.M. Carreira, Org. Lett. 2017, 19, 3235–3238.
external page http://dx.doi.org/10.1021/acs.orglett.7b01346
291
Enantioselective Chemo- and Biocatalysis: Partners in Retrosynthesis
M. Hönig, P. Sondermann, N. Turner, E.M. Carreira, Angew. Chem. Int. Ed. 2017, 56, 8942–8973.
external page http://doi.org/10.1002/anie.201612462
290
Cyclopropanation Strategies in Recent Total Syntheses
C. Ebner and E.M. Carreira, Chem. Rev. 2017, 117, 11651–11679.
external page http://dx.doi.org/10.1021/acs.chemrev.6b00798
289
Oxetanyl Amino Acids for Peptidomimetics
G.P. Möller, S. Müller, B.T. Wolfstädter, S. Wolfrum, D. Schepmann, B. Wünsch, E.M. Carreira, Org. Lett. 2017, 19, 2510–2513.
external page http://dx.doi.org/10.1021/acs.orglett.7b00745
288
Stereodivergence in Asymmetric Catalysis
S. Krautwald and E.M. Carreira, J. Am. Chem. Soc. 2017, 139, 5627–5639.
external page http://dx.doi.org/10.1021/jacs.6b13340
287
Study of Intermediates in Iridium–(Phosphoramidite,Olefin)-Catalyzed Enantioselective Allylic Substitution
S.L. Rössler, S. Krautwald, E.M. Carreira, J. Am. Chem. Soc. 2017, 139, 3603–3606.
external page http://dx.doi.org/10.1021/jacs.6b12421
286
Aqueous Instability of δ-Fluorobutylpiperidines
R. Vorberg, E.M. Carreira, K. Müller ChemMedChem 2017, 12, 431–437.
external page http://dx.doi.org/10.1002/cmdc.201700027
285
Partially fluorinated alkoxy groups − Conformational adaptors to changing environments
Q. A. Huchet, N. Trapp, B. Kuhn, B. Wagner, H. Fischer, N.A. Kratochwil, E.M. Carreira, K. Müller, J. Fluorine Chem. 2017, 198, 34–46.
external page http://dx.doi.org/10.1016/j.jfluchem.2017.02.003
284
Bicyclo[3.2.0]heptane as a Core Structure for Conformational Locking of 1,3-Bis-Pharmacophores, Exemplified by GABA
R. Vorberg, E.M. Carreira, K. Müller, Chem. Eur. J. 2017, 23, 3126–3138.
external page http://dx.doi.org/10.1002/chem.201605179
![R. Vorberg, E.M. Carreira, K. Müller, Chem. Eur. J. 2017, 23, 3126–3138. Bicyclo[3.2.0]heptane as a Core Structure for Conformational Locking of 1,3-Bis-Pharmacophores, Exemplified by GABA.](/publications/recent-publications/_jcr_content/par/fullwidthimage_722143290/image.imageformat.930.1036527510.png)
283
Synthesis of Phytocannabinoids
M.A. Schafroth, E.M. Carreira. In Phytocannabinoids; A. D. Kinghorn, H. Falk, S. Gibbons, J. Kobayashi, Eds.; Progress in the Synthesis of Organic Natural Products Series 103; Springer: Switzerland, 2017; pp 37–59.
external page http://doi.org/10.1007/978-3-319-45541-9_2
282
Enantioselective Addition of Alkynes to α,α-Dichlorinated Aldehydes
Y. Sempere Molina, J. Ruchti, E.M. Carreira, Org. Lett. 2017, 19, 743–745.
external page http://doi.org/10.1021/acs.orglett.6b03692
281
Structural and Conformational Aspects of Equatorial and Axial Trifluoromethyl, Difluoromethyl, and Monofluoromethyl Groups
Q. A. Huchet, W. B. Schweizer, B. Kuhn, E.M. Carreira, K. Müller, Chem. Eur. J. 2016, 22, 16920–16928.
external page http://doi.org/10.1002/chem.201602643
280
Effect of Partially Fluorinated N-Alkyl-Substituted Piperidine-2-carboxamides on Pharmacologically Relevant Properties.
R. Vorberg, N. Trapp, D. Zimmerli, B. Wagner, H. Fischer, N.A. Kratochwil, M. Kansy, E.M. Carreira, K. Müller, ChemMedChem 2016, 11, 2216–2239.
external page http://doi.org/10.1002/cmdc.201600325
279
Rh-Catalyzed Stereospecific Synthesis of Allenes from Propargylic Benzoates and Arylboronic Acids
J. Ruchti, E.M. Carreira, Org. Lett. 2016, 18, 2174–2176.
external page http://doi.org/10.1021/acs.orglett.6b00793
278
Bioisosteric Exchange of Csp3-Chloro and Methyl Substituents: Synthesis and Initial Biological Studies of Atpenin A5 Analogues
S. Krautwald, C. Nilewski, M. Mori, K. Shiomi, S. Ōmura, E.M. Carreira, Angew. Chem. Int. Ed. 2016, 55, 4049–4053.
external page http://doi.org/10.1002/anie.201511672
277
Synthesis and Biological Evaluation of Bromo- and Fluorodanicalipin A.
S. Fischer, N. Huwyler, S. Wolfrum, E.M. Carreira, Angew. Chem. Int. Ed. 2016, 55, 2555–2558.
external page http://dx.doi.org/10.1002/anie.201510608
Download Synthesis and Biological Evaluation of Bromo- and Fluorodanicalipin A (PDF, 470 KB)
276
Formation of α-SF5-Enolate Enables Preparation of 3-SF5-Quinolin-2-ones, 3-SF5-Quinolines, and 3-SF5-Pyridin-2-ones: Evaluation of their Physicochemical Properties.
A. Joliton, J.-M. Plancher, E.M. Carreira, Angew. Chem. Int. Ed. 2016, 55, 2113–2117.
external page http://dx.doi.org/10.1002/anie.201510380
275
A Unified Strategy to Plakortin Pentalenes: Total Syntheses of (±)-Gracilioethers E and F.
S.A. Ruider and E.M. Carreira, Org. Lett. 2016, 18, 220–223.
external page http://dx.doi.org/10.1021/acs.orglett.5b03356
274
Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis.
A.M. Bailey, S. Wolfrum, E.M. Carreira, Angew. Chem. Int. Ed. 2016, 55, 639.
external page http://dx.doi.org/10.1002/anie.201509082
Download Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis (PDF, 790 KB)
273
Fluorination Patterning: A Study of Structural Motifs That Impact Physicochemical Properties of Relevance to Drug Discovery.
Q.A. Huchet, B. Kuhn, B. Wagner, N.A. Kratochwil, H. Fischer, M. Kansy, D. Zimmerli, E.M. Carreira, and K. Müller, Journal of Medicinal Chemistry 2015, 58, 9041.
external page http://dx.doi.org/10.1021/acs.jmedchem.5b01455
272
Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol.
C. Nilewski, C. Le Chapelain, S. Wolfrum, E.M. Carreira, Org. Lett. 2015, 17,5602.
external page http://dx.doi.org/10.1021/acs.orglett.5b02814
271
Stereodivergent Dual Catalytic α-Allylation of Protected α-Amino- and α-Hydroxyacetaldehydes.
T. Sandmeier, S. Krautwald, H.F. Zipfel, E.M. Carreira, Angew. Chem. Int. Ed. 2015, 54, 14363.
external page http://dx.doi.org/10.1002/anie.201506933
270
Total Synthesis of Prostaglandin 15d-PGJ2 and Investigation of its Effect on the Secretion of IL-6 and IL-12.
J. Egger, S. Fischer, P. Bretscher, S. Freigang, M. Kopf, E.M. Carreira, Org. Lett. 2015, 17, 4340.
external page http://dx.doi.org/10.1021/acs.orglett.5b02181
269
Pentafulvene for the Synthesis of Complex Natural Products: Total Syntheses of (±)-Pallambins A and B.
C. Ebner, E.M. Carreira, Angew. Chem. Int. Ed. 2015, 54, 11227.
external page http://dx.doi.org/10.1002/anie.201505126
268
A Unified Strategy to 6-5-6-5-6 Membered Epipolythiodiketopiperazines: Studies towards the Total Synthesis of Scabrosin Diacetate and Haematocin.
H.F. Zipfel, E.M. Carreira, Chem. Eur. J. 2015, 21, 12475.
external page http://dx.doi.org/10.1002/chem.201500918
267
Addition of Trifluoroborates Oxetanyl N,O-Acetals: Entry into Spiro and Fused Saturated Heterocycles.
P.B. Brady, E.M. Carreira, Org. Lett. 2015, 17, 3350.
external page http://dx.doi.org/10.1021/acs.orglett.5b01607
266
Iridium-Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc-Bromides.
J.Y. Hamilton, D. Sarlah, E.M. Carreira, Angew. Chem. Int. Ed. 2015, 54, 7644.
external page http://dx.doi.org/10.1002/anie.201501851
265
Total Synthesis of Gelsemoxonine through a Spirocyclopropane Isoxazolidine Ring Contraction.
S. Diethelm, E.M. Carreira, J. Am. Chem. Soc. 2015, 137, 6084.
external page http://dx.doi.org/10.1021/jacs.5b02574
264
Formaldehyde N,N-Dialkylhydrazones as Neutral Formyl Anion Equivalents in Iridium-Catalyzed Asymmetric Allylic Substitution.
S. Breitler, E.M. Carreira, J. Am. Chem. Soc. 2015, 137, 5296.
external page http://dx.doi.org/10.1021/jacs.5b01951
263
Stereochemical Studies of the Opening of Chloro Vinyl Epoxides: Cyclic Chloronium Ions as Intermediates.
A. Shemet, D. Sarlah, E.M. Carreira, Org. Lett. 2015, 17, 1878.
external page http://dx.doi.org/10.1021/acs.orglett.5b00558
262
Phospholipid oxidation generates potent anti-inflammatory lipid mediators that mimic structurally related pro-resolving eicosanoids by activating Nrf2.
P. Bretscher, J. Egger, A. Shamshiev, M. Trötzmüller, H. Köfeler, E.M. Carreira, M. Kopf, S. Freigang, EMBO Mol Med 2015, 7, 593.
external page http://dx.doi.org/10.15252/emmm.201404702
261
Novel SF5-Anilines and SF5-Aryl Ethers from SF5-Substituted Potassium Aryl Trifluoroborates.
A. Joliton, E.M. Carreira, Synlett 2015, 26, 737.
external page http://dx.doi.org/10.1055/s-0034-1379981
260
Evaluation of tert-Butyl Isosteres: Case Studies of Physicochemical and Pharmacokinetic Properties, Efficacies, and Activities.
M.V. Westphal, B. T. Wolfstädter, J.-M. Plancher, J. Gatfield, E.M. Carreira, ChemMedChem 2015, 10, 461.
external page http://dx.doi.org/10.1002/cmdc.201402502
259
Iridium-Catalyzed Enantioselective Allylic Vinylation with Potassium Alkenyltrifluoroborates.
J.Y. Hamilton, D. Sarlah, E.M. Carreira, Org. Synth. 2015, 92, 1.
external page http://dx.doi.org/10.15227/orgsyn.092.0001
258
Discovery of a Highly Potent Anti-inflammatory Epoxyisoprostane-Derived Lactone.
J. Egger, P. Bretscher, S. Freigang, M. Kopf, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 17382.
external page http://dx.doi.org/10.1021/ja509892u
257
Total Synthesis of (±)-Hippolachnin A.
S.A. Ruider, T. Sandmeier, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 2378.
external page http://dx.doi.org/10.1002/anie.201410419
256
Ir-Catalyzed Reverse Prenylation of 3-Substituted Indoles: Total Synthesis of (+)-Aszonalenin and (−)-Brevicompanine B.
J. Ruchti, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 16756.
external page http://dx.doi.org/10.1021/ja509893s
255
Stereodivergent Total Synthesis of Δ9-Tetrahydrocannabinols.
M.A. Schafroth, G. Zuccarello, S. Krautwald, D. Sarlah, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 13898.
external page http://dx.doi.org/10.1002/anie.201408380
254
Iridium-Catalyzed Enantioselective Allyl–Allylsilane Cross-Coupling.
J.Y. Hamilton, N. Hauser, D. Sarlah, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 10759.
external page http://dx.doi.org/10.1002/anie.201406077
253
Oxetanyl Peptides: Novel Peptidomimetic Modules for Medicinal Chemistry.
M. McLaughlin, R. Yazaki, T.C. Fessard, E.M. Carreira, Org. Lett. 2014, 16, 4070.
external page http://dx.doi.org/10.1021/ol501590n
252
Four-Membered Ring-Containing Spirocycles: Synthetic Strategies and Opportunities.
E.M. Carreira, T.C. Fessard, Chem. Rev. 2014, 114, 8257.
external page http://dx.doi.org/10.1021/cr500127b
251
An Efficient Synthesis Strategy to the Core Structure of 6–5–6–5–6-Membered Epipolythiodiketopiperazines.
H.F. Zipfel, E.M. Carreira, Org. Lett. 2014, 16, 2854.
external page http://dx.doi.org/10.1021/ol500990f
250
Mechanistic Insight into the Spirocyclopropane Isoxazolidine Ring Contraction.
S. Diethelm, F. Schoenebeck, E.M. Carreira, Org. Lett. 2014, 16, 960.
external page http://dx.doi.org/10.1021/ol403693t
249
Efficient Synthesis Strategies by Application of Transition Metal-Catalyzed Carbene/Nitrene Insertions into C–H Bonds.
J. Egger, E.M. Carreira, Nat. Prod. Rep. 2014, 31, 449.
external page http://dx.doi.org/10.1039/C3NP70084D
248
Stereodivergent α-Allylation of Linear Aldehydes with Dual Iridium and Amine Catalysis.
S. Krautwald, M.A. Schafroth, D. Sarlah, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 3020.
external page http://dx.doi.org/10.1021/ja5003247
247
Iridium-Catalyzed Enantioselective Allyl–Alkene Coupling.
J.Y. Hamilton, D. Sarlah, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 3006.
external page http://dx.doi.org/10.1021/ja412962w
246
Autotandem Catalysis with Ruthenium: Remote Hydroesterification of Allylic Amides.
N. Armanino, M. Lafrance, E.M. Carreira, Org. Lett. 2014, 16, 572.
external page http://dx.doi.org/10.1021/ol4034463
