Total Synthesis of (-)-Enigmazole A by the Macrocyclization/Transannular Pyran Cyclization Strategy

被引:2
|
作者
Masuda, Taisei [1 ]
Ohyama, Kyoya [1 ]
Yoshimura, Atsushi [1 ]
Fuwa, Haruhiko [1 ]
机构
[1] Chuo Univ, Fac Sci & Engn, Dept Appl Chem, Tokyo 1128551, Japan
基金
日本学术振兴会;
关键词
ENIGMAZOLE; OXIDATION;
D O I
10.1021/acs.orglett.4c00290
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An 18-step synthesis of (-)-enigmazole A is herein disclosed. The present synthesis is based on a modular assembly of three building blocks of similar complexity, a macrocyclic ring-closing metathesis to forge the 18-membered macrocyclic skeleton, and a desilylative transannular oxa-Michael addition for stereoselective construction of the 2,6-cis-substituted tetrahydropyran ring.
引用
收藏
页码:2045 / 2050
页数:6
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