Asymmetric Aldol Type Reactions of Acetate Imide Enolates

TH Yan, AW Hung, HC Lee, CS Chang…

Index: Yan, Tu-Hsin; Hung, An-Wei; Lee, Hui-Chun; Chang, Chii-Shin; Liu, Wen-Hung Journal of Organic Chemistry, 1995 , vol. 60, # 11 p. 3301 - 3306

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Citation Number: 63

Abstract

Titanium-mediated chelation-controlled aldol type reactions of acetate thioimide enolates with representative aldehydes proceed with high n-facial differentiation. An investigation of the influence of the nature of the imide enolate ligands and the Lewis acids in the non- chelation-controlled aldol bond construction process of acetate imide enolates reveals that alternation of either the boryl geometry or imide enolate ligand leads to n-facial selectivity ...