Carbamate-directed hydroboration: Enantioselective synthesis of the excitatory amino acid 1-aminocyclopentane-1,3-dicarboxylic acid

被引：19

作者：

Hodgson, DM

Thompson, AJ

Wadman, S

机构：

[1] Univ Oxford, Dyson Perrins Lab, Dept Chem, Oxford OX1 3QY, England

[2] Glaxo Wellcome Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

amino acids and derivatives; carbamates; cycloalkenes; hydroboration;

D O I：

10.1016/S0040-4039(98)00490-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbamate-directed hydroboration (using BH3) of 1-substituted 3-cyclopentenes 2, 6 and 9 and an enantioselective synthesis of the excitatory amino acid 1-aminocyclopentane-1,3-dicarboxylic acid via carbamate-directed asymmetric hydroboration [90% de, 45% ee using (+)-IpcBH(2)] of cyclopentene 2 are described. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3357 / 3358

页数：2

共 9 条

[1] VERSATILE ALPHA-PINENE-BASED BORANE REAGENTS FOR ASYMMETRIC SYNTHESES [J].