Asymmetric synthesis of a highly functionalized β-amino acid:: the key amino acid of sperabillins B and D

被引：37

作者：

Davies, SG ^{[1
]}

Ichihara, O ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(99)01954-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric synthesis of the highly functionalized (3R,5R,6R)-3,6-diamino-5-hydroxyheptanol acid, the key amino acid fragment of sperabillins B and D, was achieved by an asymmetric Michael addition of lithium (R)-(alpha-methylbenzyl)allylamide 10 to (E,E)-2,5-heptadienoate establishing the C-3 stereogenic centre, the information from which was propagated to the C-5 and C-6 centres by a highly stereoselective iodocyclocarbamation reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9313 / 9316

页数：4

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