On the possibility of carbamate-directed hydroboration. An approach to the asymmetric synthesis of 1-aminocyclopentane-1,3-dicarboxylic acid

被引：24

作者：

Hodgson, DM

Thompson, AJ

Wadman, S

Keats, CJ

机构：

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

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

[3] Univ Oxford, Dept Chem, Chem Crystallog Lab, Oxford OX1 3PD, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 35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/S0040-4020(99)00596-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydroboration (using BH3) of 1-substituted 3-cyclopentenes 3, 9 and 17 and an enantioselective synthesis of the excitatory amino acid 1-aminocyclopentane-1,3-dicarboxylic acid via asymmetric hydroboration [90% de, 45% ee using (+)-IpcBH(2)] of cyclopentene 17 are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：10815 / 10834

页数：20

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