Highly Enantioselective Insertion of Carbenoids into NH Bonds Catalyzed by Copper(I) Complexes of Binol Derivatives

Zongrui Hou(Sichuan University), Jun Wang(Sichuan University), Peng He(Sichuan University), Jing Wang(Sichuan University), Bo Qin(Sichuan University), Xiaohua Liu(Sichuan University), Lili Lin(Sichuan University), Xiaoming Feng(Sichuan University)
Angewandte Chemie International Edition
June 8, 2010
Cited by 135

Abstract

Secondary amines do it too! Catalytic asymmetric insertion of α-diazoesters in the NH bond of differently substituted amines has been successfully achieved (see scheme; M.S.=molecular sieves). For a wide substrate scope, excellent enantioselectivities (up to 98 % ee) and high yields (up to 99 %) were obtained under mild reaction conditions.


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