Enantiocontrolled synthesis of (+)-boronolide

被引：28
|
作者：
Honda, T
Horiuchi, S
Mizutani, H
Kanai, K
机构：
[1] Institute of Medicinal Chemistry, Hoshi University, Shinagawa-ku, Tokyo 142
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 15期
关键词：
D O I：
10.1021/jo960267+
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(+)-Boronolide 1, a sigma-lactonic polyacetoxy natural product isolated from the bark and branches of Tetradenia fruticosa and from the leaves of Tetradenia barberae, has been stereoselectively synthesized, the key steps being the chemoselective Sharpless asymmetric dihydroxylation of (E)-1-(tert-butyldimethylsiloxy)-7-dodecen-5-yne (6), Lindlar reduction of the triple bond of diacetate 9, and further diastereoselective dihydroxylation of the resulting cis-olefin 5.
引用
收藏
页码：4944 / 4948
页数：5
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