The enantioselective synthesis of α-amino acid derivatives via organoboranes

被引:26
作者
O'Donnell, MJ [1 ]
Drew, MD [1 ]
Cooper, JT [1 ]
Delgado, F [1 ]
Zhou, CY [1 ]
机构
[1] Indiana Univ Purdue Univ, Dept Chem, Indianapolis, IN 46202 USA
关键词
D O I
10.1021/ja017522e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Optically active (S)-α-amino acids are prepared in 54-95% ee (12 cases) by reaction of the Schiff base acetate of glycine tert-butyl ester with B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine, and base. The enantiomeric (R)-α-amino acids are available in 59-92% ee (3 cases) by using cinchonine as the chiral control element. Copyright © 2002 American Chemical Society.
引用
收藏
页码:9348 / 9349
页数:2
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