Total synthesis of attenols A and B

被引：38
|
作者：
Araki, K [1 ]
Suenaga, K [1 ]
Sengoku, T [1 ]
Uemura, D [1 ]
机构：
[1] Nagoya Univ, Grad Sch Sci, Dept Chem, Nagoya, Aichi 4648602, Japan
来源：
TETRAHEDRON | 2002年 / 58卷 / 10期
关键词：
enantioselective synthesis; semigram scale; diastereoselective hydroboration; stereochemistry of spiro acetal ring; biological studies;
D O I：
10.1016/S0040-4020(02)00056-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The enantioselective synthesis of attenols A and B, cyclic polyethers of marine origin, was accomplished on a semigram scale by using diastercoselective hydroboration, coupling with lithium acetylide, Lindlar reduction and acid-catalyzed acetal formation. The configuration of the remaining undetermined spiro acetal carbon was unambiguously determined to be 11S using this ample supply of attenol A. The antitumor activities of synthetic attenol A were also examined. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1983 / 1995
页数：13
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