Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 8, Pages 2233-2237Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201710915
Keywords
amino acids; asymmetric catalysis; C-C bond formation; phase-transfer catalysis; umpolung
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Funding
- National Institute of General Medical Sciences [GM61591]
- Keck Foundation
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM061591] Funding Source: NIH RePORTER
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Novel cinchona alkaloid derived chiral phase-transfer catalysts enabled the highly chemo-, regio-, diastereo-, and enantioselective umpolung addition of trifluoromethyl imines to ,-unsaturated N-acyl pyrroles. With a catalyst loading ranging from 0.2 to 5.0 mol%, this new catalytic asymmetric transformation provides facile and high-yielding access to highly enantiomerically enriched chiral trifluoromethylated gamma-amino acids and gamma-lactams.
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