ASYMMETRIC-SYNTHESIS OF DIETHYL ALPHA-AMINO-ALPHA-ALKYL-PHOSPHONATES BY ALKYLATION OF CHIRAL PHOSPHONOGLYCINE EQUIVALENTS - ROLE OF CHELATING EFFECTS

被引：14
|
作者：
JOMMI, G
MIGLIERINI, G
PAGLIARIN, R
SELLO, G
SISTI, M
机构：
[1] Universitá degli Studi, Milano - Dipartimento di Chimica Organica e Industriale -, 20133 Milano, via G. Venezian
来源：
TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 09期
关键词：
D O I：
10.1016/S0957-4166(00)82094-7
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Diethyl alpha-amino-alpha-alkyl-phosphonates are obtained in good to high enantiomeric excesses by alkylation of chiral phosphonoglycine equivalents embodying the camphor skeleton. The chelating effects in the alkylation step play an important role in enhancing the diastereoselectivity of the reaction as substantiated by semiempirical calculations (AM1).
引用
收藏
页码：1131 / 1134
页数：4
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