Asymmetric acyl-transfer promoted by readily assembled chiral 4-N,N-dialkylaminopyridine derivatives

作者:Dalaigh Ciaran O; Hynes Stephen J; O'Brien John E; McCabe Thomas; Maher Declan J; Watson Graeme W; Connon Stephen J*
来源:Organic and Biomolecular Chemistry, 2006, 4(14): 2785-2793.
DOI:10.1039/b604632k

摘要

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.

  • 出版日期2006