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

页码：2327 / 2331

页数：5

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