Asymmetric synthesis of silylated α-amino acid esters through dynamic kinetic resolution

被引：23

作者：

Chen, JX ^{[1
]}

Tunge, JA ^{[1
]}

Norton, JR ^{[1
]}

机构：

[1] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 12期

关键词：

D O I：

10.1021/jo010940h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Esters of three types of silylated alpha-amino acids have been prepared from appropriate zirconaaziridines. Slow addition (syringe pump) of the (R,R) carbonate of transstilbene gave metallacycles with the maximum possible diastereomeric excess (as determined by the diastereomeric excess produced by the Hoffmann test-the same reaction but with racemic carbonate). Methanolysis gave esters (RO2C)CH(R')(NHPh) (R' = Me3Si, Me3SiCH2, and p-Me-3-SiC6H4) with the same optical purity at the alpha carbon.

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页码：4366 / 4369

页数：4

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