Protecting-Group-Free Total Synthesis of (-)-Boscartin A in 3 Steps from (-)-Boscartin F via Wharton Reaction

被引:1
|
作者
Kamo, Shogo [1 ]
Kasamatsu, Akihiko [1 ]
Shiraiwa, Junya [1 ]
Matsuzawa, Akinobu [1 ]
Sugita, Kazuyuki [1 ]
机构
[1] Hoshi Univ, Dept Synthet Med Chem, Fac Pharmaceut Sci, 2-4-41 Ebara,Shinagawa Ku, Tokyo 1428501, Japan
关键词
boscartin A; enantioselective; protecting-group-free; total synthesis; Wharton reaction; SOFT; CEMBRANOIDS; STEREOCHEMISTRY; DITERPENOIDS; RESIN;
D O I
10.1002/ejoc.202201366
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this report, we described the first total synthesis of (-)-boscartin A, a cembranoid featuring a 5/5/12-fused tricyclic structure. Via the key reactions, including stereoselective epoxidation and Wharton reaction, (-)-Boscartin A was obtained in three steps from (-)-boscartin F, with 46 % overall yield.
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页数:3
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