Chemical Communications 2011-02-07

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

Index: Chem. Commun. (Camb.) 47(5) , 1631-3, (2011)

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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).