Tetrahedron Letters

Enantioselective reductive aldol reaction using tertiary amine as hydride donor

K Osakama, M Sugiura, M Nakajima, S Kotani

Index: Kotani, Shunsuke; Osakama, Kazuki; Sugiura, Masaharu; Nakajima, Makoto Organic Letters, 2011 , vol. 13, # 15 p. 3968 - 3971

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Citation Number: 18

Abstract

An efficient method was developed for the enantioselective reductive aldol reaction of α, β- unsaturated ketones with aldehydes in the presence of a Lewis base catalyst; conjugate reduction using a tertiary amine and trichlorosilyl triflate, followed by an aldol reaction with BINAP dioxide (BINAPO) as an organocatalyst, gave the corresponding product in high yield with high stereoselectivity.