A novel approach to the Geissman-Waiss lactone and a key intermediate in the synthesis of pyrrolidine trans-lactones

被引：13

作者：

Du, JX

Huang, HY

Huang, PQ ^{[1
]}

机构：

[1] Xiamen Univ, Dept Chem, Xiamen 361005, Fujian, Peoples R China

[2] Xiamen Univ, Key Lab Chem Biol Fujian Province, Xiamen 361005, Fujian, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 21期

基金：

中国国家自然科学基金; 高等学校博士学科点专项科研基金;

关键词：

D O I：

10.1016/j.tetasy.2004.09.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Based on the highly regio- and diastereoselective reductive-ethoxycarbonylmethylation of protected (S)-malimide 4, a new approach to the Geissman-Waiss lactone 1 and a key intermediate 3 for the synthesis of pyrrolidine trans-lactones (e.g., 2) is described. The synthesis features a one-step and a two-step chemoselective reduction of an amide carbonyl in the presence of an ester group as the key steps. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3461 / 3466

页数：6

共 36 条

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