ALPHA-PHENYLGLYCINOL AS CHIRAL AUXILIARY IN DIASTEREOSELECTIVE STRECKER SYNTHESIS OF ALPHA-AMINO-ACIDS

被引：106

作者：

CHAKRABORTY, TK

HUSSAIN, KA

REDDY, GV

机构：

[1] Indian Institute of Chemical Technology, Hyderabad

来源：

TETRAHEDRON | 1995年 / 51卷 / 33期

关键词：

D O I：

10.1016/0040-4020(95)00523-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The high diastereoselectivity achieved in Strecker synthesis using inexpensive alpha-phenylglycinol as chiral auxiliary and its facile removal by oxidative cleavage make it an ideal choice for the large scale preparations of optically active alpha-amino acids specially alpha-arylglycines present abundantly in glycopeptide antibiotics. A number of chiral amino acids are synthesized following this method. Also molecular mechanics calculations are carried out to explain the observed diastereoselection.

引用

页码：9179 / 9190

页数：12

共 20 条

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