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
收藏
页码：3461 / 3466
页数：6
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