Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 4, Issue 14, Pages 2785-2793Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b604632k
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The development of a new class of chiral 4-N,N- dialkylaminopyridine acyl-transfer catalysts capable of exploiting both van der Waals (pi) and H-bonding interactions to allow remote chiral information to stereochemically control the kinetic resolution of sec-alcohols with moderate to excellent selectivity (s = 6 - 30). Catalysts derived from ( S)-alpha,alpha-diarylprolinol are considerably superior to analogues devoid of a tertiary hydroxyl moiety and possess high activity and selectivity across a broad range of substrates.
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