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

2006 Stereochemistry O 0030 Asymmetric Acyl Transfer Promoted by Readily Assembled Chiral Derivatives. — A new class of chiral DMAP-based 49- 025 4-N,N-Dialkylaminopyridine catalysts is presented for the kinetic resolution of aromatic alcohols. The catalysts (I) take advantage of both van der Waals and H-bonding interactions. The kinetic resolution of a wide range of aromatic and an aliphatic secondary alcohols is smoothly achieved and the influence of steric and electronic factors on the enantioselectivity is studied. — (DALAIGH, C. O.; HYNES, S. J.; O'BRIEN, J. E.; MCCABE, T.; MAHER, D. J.; WATSON, G. W.; CONNON*, S. J.; Org. Biomol. Chem. 4 (2006) 14, 2785-2793; Cent. Synth. Chem. Biol., Trinity Coll., Univ. Dublin, Dublin 2, Ire.; Eng.) — Mischke

2006