Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 44, Pages 11818-11821Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406684
Keywords
acylation; biaryls; fluxionality; kinetic resolution; organocatalysis
Categories
Funding
- NSF [CHM-0709061]
- A. C. Cope Scholar Award
- NSF-CRIF [CHE-0946990]
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Can organocatalysts that incorporate fluxional groups provide enhanced selectivity in asymmetric transformations? To address this issue, we have designed chiral 4-dimethylaminopyridine (DMAP) catalysts with fluxional chirality. These catalysts were found to be efficient in promoting the acylative kinetic resolution of secondary alcohols and axially chiral biaryl compounds with selectivity factors of up to 37 and 51, respectively.
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