A powerful synergistic effect for highly efficient diastereo- and enantioselective phase-transfer catalyzed conjugate additions†
Ming-Qing Hua,Lian Wang,Han-Feng Cui,Jing Nie,Xiao-Ling Zhang,Jun-An Ma
Chemical Communications Pub Date : 11/29/2010 00:00:00 , DOI:10.1039/C0CC04321D
Abstract

An efficient, catalytic, diastereo- and enantioselective conjugate addition of N-(diphenylmethylene)glycine tert-butyl ester to β-aryl substituted enones was realized in the presence of 1 mol% of newly desired dinuclear N-spiro-ammonium salts, affording functionalized α-amino acid derivatives in 57–98% yields with high diastereoselectivity (up to 99 : 1 dr) and enantioselectivity (up to 96.5 : 3.5 er).

Graphical abstract: A powerful synergistic effect for highly efficient diastereo- and enantioselective phase-transfer catalyzed conjugate additions