Recent Publications

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2016


281

Structural and Conformational Aspects of Equatorial and Axial Trifluoromethyl, Difluoromethyl, and Mondofluoromethyl Groups

Q. A. Huchet, W. B. Schweizer, B. Kuhn, E. M. Carreira, K. Müller, Chem. Eur. J. 2016, 22, 16920–16928.
http://doi.org/10.1002/chem.201602643

2016-chem.eur.j.-huchet

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.
http://doi.org/10.1002/cmdc.201600325

vorberg/2016

279

Rh-Catalyzed Stereospecific Synthesis of Allenes from Propargylic Benzoates and Arylboronic Acids

J. Ruchti, E. M. Carreira, Org. Lett. 2016, 18, 2174–2176.
http://doi.org/10.1021/acs.orglett.6b00793

Rh-Catalyzed Stereospecific Synthesis of Allenes from Propargylic Benzoates and Arylboronic Acids

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.
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.
http://dx.doi.org/10.1002/anie.201510608

Synthesis and Biological Evaluation of Bromo- and Fluorodanicalipin A.

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.
http://dx.doi.org/10.1002/anie.201510380

275

A Unified Strategy to Plakortin Pentalenes: Total Syntheses of (±)-Gracilioethers E and F.

Stefan A. Ruider and Erick M. Carreira, Org. Lett. 2016, 18, 220–223.
http://dx.doi.org/10.1021/acs.orglett.5b03356

A Unified Strategy to Plakortin Pentalenes: Total Syntheses of (±)-Gracilioethers E and F.  Stefan A. Ruider and Erick M. Carreira, Org. Lett. 2015, Article ASAP

274

Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis.

A. M. Bailey, S. Wolfrum, E.M. Carreira, Angew. Chem. Int. Ed. 2016, 55, 639. 
http://dx.doi.org/10.1002/anie.201509082

Biological Investigations of (+)-Danicalipin A Enabled Through Synthesis.  A. M. Bailey, S. Wolfrum, E.M. Carreira, Angew. Chem. Int. Ed. 2015, 55, 639

2015

273

Fluorination Patterning: A Study of Structural Motifs That Impact Physicochemical Properties of Relevance to Drug Discovery.

Quentin A. Huchet, Bernd Kuhn, Björn Wagner, Nicole A. Kratochwil, Holger Fischer, Manfred Kansy, Daniel Zimmerli, Erick M. Carreira, and Klaus Müller, Journal of Medicinal Chemistry 2015, 58, 9041.
http://dx.doi.org/10.1021/acs.jmedchem.5b01455

Fluorination Patterning: A Study of Structural Motifs That Impact Physicochemical Properties of Relevance to Drug Discovery.  Quentin A. Huchet, Bernd Kuhn, Björn Wagner, Nicole A. Kratochwil, Holger Fischer, Manfred Kansy, Daniel Zimmerli, Erick M. Carreira, and Klaus Müller, Journal of Medicinal Chemistry 2015, 58, 9041

272

Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol.

C. Nilewski, C. Le Chapelain, Susanne Wolfrum, E. M. Carreira, Org. Lett. 2015, 17,5602.
http://dx.doi.org/10.1021/acs.orglett.5b02814

Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol.  C. Nilewski, C. Le Chapelain, Susanne Wolfrum, E. M. Carreira, Org. Lett. 2015, 17,5602

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. 
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.
http://dx.doi.org/10.1021/acs.orglett.5b02181

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

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.
http://dx.doi.org/10.1002/anie.201505126

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

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.
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.
http://dx.doi.org/10.1021/acs.orglett.5b01607

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

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.
http://dx.doi.org/10.1002/anie.201501851

Iridium-Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc-Bromides.  J. Y. Hamilton, D. Sarlah, E. M. Carreira, Angew. Chem. Int. Ed. 2015, 54, 7644

265

Total Synthesis of Gelsemoxonine through a Spirocyclopropane Isoxazolidine Ring Contraction.

S. Diethelm, E.M. Carreira, J. Am. Chem. Soc. 2015, 137, 6084.
http://dx.doi.org/10.1021/jacs.5b02574

Total Synthesis of Gelsemoxonine through a Spirocyclopropane Isoxazolidine Ring Contraction.  S. Diethelm, E.M. Carreira, J. Am. Chem. Soc. 2015, 137, 6084

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.
http://dx.doi.org/10.1021/jacs.5b01951

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

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.
http://dx.doi.org/10.1021/acs.orglett.5b00558

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

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.
http://dx.doi.org/10.15252/emmm.201404702

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

261

Novel SF5-Anilines and SF5-Aryl Ethers from SF5-Substituted Potassium Aryl Trifluoroborates.

A. Joliton, E. M. Carreira, Synlett 2015, 26, 737.
http://dx.doi.org/10.1055/s-0034-1379981

Novel SF5-Anilines and SF5-Aryl Ethers from SF5-Substituted Potassium Aryl Trifluoroborates.  A. Joliton, E. M. Carreira, Synlett 2015, 26, 737

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.
http://dx.doi.org/10.1002/cmdc.201402502

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.

259

Iridium-Catalyzed Enantioselective Allylic Vinylation with Potassium Alkenyltrifluoroborates.

J. Y. Hamilton, D. Sarlah, E. M. Carreira, Org. Synth. 2015, 92, 1.
http://dx.doi.org/10.15227/orgsyn.092.0001

Iridium-Catalyzed Enantioselective Allylic Vinylation with Potassium Alkenyltrifluoroborates.  J. Y. Hamilton, D. Sarlah, E. M. Carreira, Org. Synth. 2015, 92, 1

2014

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.
http://dx.doi.org/10.1021/ja509892u

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

257

Total Synthesis of (±)-Hippolachnin A.

S.A. Ruider, T. Sandmeier, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 2378.
http://dx.doi.org/10.1002/anie.201410419

Total Synthesis of (±)-Hippolachnin A.  S.A. Ruider, T. Sandmeier, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 2378

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.
http://dx.doi.org/10.1021/ja509893s

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

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.
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.
http://dx.doi.org/10.1002/anie.201406077

Iridium-Catalyzed Enantioselective Allyl–Allylsilane Cross-Coupling.  J. Y. Hamilton, N. Hauser, D. Sarlah, E.M. Carreira, Angew. Chem. Int. Ed. 2014, 53, 10759

253

Oxetanyl Peptides: Novel Peptidomimetic Modules for Medicinal Chemistry.

M. McLaughlin, R. Yazaki, T.C. Fessard, E.M. Carreira, Org. Lett. 2014, 16, 4070.
http://dx.doi.org/10.1021/ol501590n

Four-Membered Ring-Containing Spirocycles: Synthetic Strategies and Opportunities.  E.M. Carreira, T.C. Fessard, Chem. Rev. 2014, 114, 8257.

252

Four-Membered Ring-Containing Spirocycles: Synthetic Strategies and Opportunities.

E.M. Carreira, T.C. Fessard, Chem. Rev. 2014, 114, 8257.
http://dx.doi.org/10.1021/cr500127b

Four-Membered Ring-Containing Spirocycles: Synthetic Strategies and Opportunities.  E.M. Carreira, T.C. Fessard, Chem. Rev. 2014, 114, 8257

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.
http://dx.doi.org/10.1021/ol500990f

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

250

Mechanistic Insight into the Spirocyclopropane Isoxazolidine Ring Contraction.

S. Diethelm, F. Schoenebeck, E.M. Carreira, Org. Lett. 2014, 16, 960.
http://dx.doi.org/10.1021/ol403693t

Mechanistic Insight into the Spirocyclopropane Isoxazolidine Ring Contraction.  S. Diethelm, F. Schoenebeck, E.M. Carreira, Org. Lett. 2014, 16, 960

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.
http://dx.doi.org/10.1039/C3NP70084D

Efficient Synthesis Strategies by Application of Transition Metal-Catalyzed Carbene/Nitrene Insertions into C–H Bonds

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.
http://dx.doi.org/10.1021/ja5003247

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

247

Iridium-Catalyzed Enantioselective Allyl–Alkene Coupling.

J.Y. Hamilton, D. Sarlah, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 3006.
http://dx.doi.org/10.1021/ja412962w

Iridium-Catalyzed Enantioselective Allyl–Alkene Coupling.  J.Y. Hamilton, D. Sarlah, E.M. Carreira, J. Am. Chem. Soc. 2014, 136, 3006

246

Autotandem Catalysis with Ruthenium: Remote Hydroesterification of Allylic Amides.

N. Armanino, M. Lafrance, E.M. Carreira, Org. Lett. 2014, 16, 572.
http://dx.doi.org/10.1021/ol4034463

Autotandem Catalysis with Ruthenium: Remote Hydroesterification of Allylic Amides.  N. Armanino, M. Lafrance, E.M. Carreira, Org. Lett. 2014, 16, 572
 
 
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21.01.2017
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