Design of an axially chiral amino acid with a binaphthyl backbone as an organocatalyst for a direct asymmetric aldol reaction

被引：151

作者：

Kano, T ^{[1
]}

Takai, J ^{[1
]}

Tokuda, O ^{[1
]}

Maruoka, K ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 20期

关键词：

aldol reaction; amino acids; asymmetric catalysis; enantioselectivity;

D O I：

10.1002/anie.200500408

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A robust binaphthyl-based amino acid ((S)-1) exhibits higher stability and selectivity than proline for the catalysis of a direct asymmetric aldol reaction between aldehydes and acetone (see scheme; DMF = N,N-dimethylformamide). Olefinic, heteroaromatic, and aromatic aldehydes were found to be suitable substrates, with the corresponding aldol adducts being obtained in good yields and excellent enantioselectivities. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3055 / 3057

页数：3

共 32 条

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