Applications of the sulfinimine-mediated asymmetric strecker synthesis to the synthesis of α-alkyl α-amino acids

被引：121

作者：

Davis, FA ^{[1
]}

Lee, S ^{[1
]}

Zhang, HM ^{[1
]}

Fanelli, DL ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 25期

关键词：

D O I：

10.1021/jo001179z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of Et2AlCN and i-PrOH to ketosulfinimines (N-sulfinyl imines) affords corresponding alpha -alkyl alpha -amino nitriles in moderate to goad yields. The diastereoselectivity is largely dependent on the E/Z isomer ratio of the ketosulfinimine. Hydrolysis of the diastereomericelly pure amino nitriles affords enantiopure alpha -alkyl alpha -amino acids in moderate to good yields.

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页码：8704 / 8708

页数：5

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