Hydroboration of vinylglycine and allylglycine as a route to boron-derivatives of alpha-amino acids.

被引：19

作者：

Denniel, V ^{[1
]}

Bauchat, P ^{[1
]}

Danion, D ^{[1
]}

DanionBougot, R ^{[1
]}

机构：

[1] UNIV RENNES 1,CNRS,GRP RECH PHYSICOCHIM STRUCT,F-35042 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 29期

关键词：

D O I：

10.1016/0040-4039(96)01062-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The hydroboration of protected vinylglycine and allylglycine with dicyclohexyl- or diisopinocampheylborane occurs chimio- and regioselectively with attachment of boron to the less substituted end of the carbon-carbon double bond. Homoserine or delta-hydroxynorvaline are readily obtained by H2O2/CH3CO2Na oxidation of dicyclohexylborane derivatives and 2-amino-4-boronobutanoic acid or 2-amino-5-boronopentanoic acid by reaction of diisopinocampheylborane derivatives with excess of ethanal and deprotection. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：5111 / 5114

页数：4

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