ASYMMETRIC-SYNTHESIS OF BETA-AMINO ACID-DERIVATIVES BY MICHAEL ADDITION TO CHIRAL 2-AMINOMETHYLACRYLATES

被引：26

作者：

BARNISH, IT ^{[1
]}

CORLESS, M ^{[1
]}

DUNN, PJ ^{[1
]}

ELLIS, D ^{[1
]}

FINN, PW ^{[1
]}

HARDSTONE, JD ^{[1
]}

JAMES, K ^{[1
]}

机构：

[1] PFIZER LTD,SANDWICH CT13 9NJ,KENT,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(00)91786-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of lithium enolates to chiral aminomethylacrylates 7 and 8 proceeded with excellent diastereodifferentiation (up to 98% de) and provided an expeditious synthesis of homochiral beta-aminomethylglutarates 9 and 10, on a scale of up to 500g. The acrylates 7 and 8, and their antipodes, should be useful synthons for the synthesis of beta-amino acid derivatives.

引用

页码：1323 / 1326

页数：4

共 14 条

[1] AN EFFICIENT PREPARATION OF ALKYL ALPHA-BROMOMETHYLACRYLATES BY DEHYDROBROMINATION OF ALKYL BETA,BETA'-DIBROMOISOBUTYRATES WITH POTASSIUM FLUORIDE [J].