Stereocontrolled total synthesis of (+)-streptazolin by a palladium-catalyzed reductive diyne cyclization

被引：85
|
作者：
Trost, BM [1 ]
Chung, CK [1 ]
Pinkerton, AB [1 ]
机构：
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 33期
关键词：
antibiotics; cyclization; natural products; palladium; total synthesis;
D O I：
10.1002/anie.200460058
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(+)-Streptazolin synthesis revisited: The key reaction in the 11-step total synthesis of (+)-streptazolin (3), which starts from D-mannitol diacetonide, is the palladium-catalyzed reductive cyclization of two alkyne arms in 1 to provide the desired 1,3-diene 2 with the correct defined geometry. TBS = tert-butyldimethylsilyl.
引用
收藏
页码：4327 / 4329
页数：3
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