Tetrahedron

Asymmetric aldol-type reaction between both achiral ketene silyl acetals of acetic acid esters and aldehydes by the use of a chiral promoter

T Mukaiyama, S Kobayashi, T Sano

Index: Mukaiyama, Teruaki; Kobayashi, Shu; Sano, Tetsuya Tetrahedron, 1990 , vol. 46, # 13/14 p. 4653 - 4662

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Citation Number: 46

Abstract

Highly enantioselective aldol-type reaction between achiral ketene silyl acetals of acetic acid esters and achiral aldehydes is successfully carried out by the use of a chiral promoter, a combined use of chiral diamine coordinated tin (II) trifluoromethanesulfonate (tin (II) triflate) and tributyltin fluoride. The structure of this new promoter and the mechanism of the present asymmetric aldol-type reaction are discussed.