Asymmetric synthesis of alpha-amino phosphonic acids by diastereoselective addition of trimethyl phosphite onto chiral oxazolidines

被引：60

作者：

Maury, C ^{[1
]}

Gharbaoui, T ^{[1
]}

Royer, J ^{[1
]}

Husson, HP ^{[1
]}

机构：

[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 11期

关键词：

D O I：

10.1021/jo960020c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and general asymmetric synthesis of alpha-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-alpha-substituted amino phosphonic acids in good overall yields and high ee (77-->97%) after simple deprotection.

引用

页码：3687 / 3693

页数：7

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