Selective deprotection strategies to N-(α-methylbenzyl)-β-amino esters and derived β lactams

被引：39

作者：

Davies, SG ^{[1
]}

Ichihara, O ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(98)01193-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of N,N-diprotected beta-amino esters, prepared by highly diastereoselective conjugate addition of chiral lithium amides, were selectively mono-deprotected under-either reductive (hydrogenolysis) or oxidative (DDQ or CAN) conditions. Combined with these deprotection methods, lithium (alpha-methylbenzyl)(3,4-dimethoxybenzyl) amide 2 can be used as an efficient differentially protected chiral ammonia equivalent for the asymmetric synthesis of beta-amino acid and beta-lactam derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6045 / 6048

页数：4

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