Asymmetric synthesis of (1S,6R,7S,9R)-7,9-bis(tert-butyldiphenylsilyloxy)-3-oxabicyclo[4,3,0]nonan-2-one

被引：1
|
作者：
Shi, XX
He, W
Wu, QQ
Yin, J
Ni, F
Jin, XZ
机构：
[1] E China Univ Sci & Technol, Fac Chem & Pharmaceut Engn, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 15期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/j.tetasy.2004.06.016
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The asymmetric synthesis of (1S,6R,7S,9R)-7,9-bis(tert-butyldiphenylsilyloxy)-3-oxabicyclo[4,3,0]nonan-2-one 1 from (4S)-4-acetoxy-2-methoxycarbonyl-3-methoxycarbonylmethyl-2-cyclopenten-1-one 2 is described in eight steps. Compound 2 was readily prepared from L-malic acid according to a known procedure. The key step of this synthesis is a palladium on charcoal catalyzed hydrogenation of olefinic bicyclic lactone 9. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2327 / 2331
页数：5
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