Total Synthesis of (+)-Gregatin B and E

被引:24
|
作者
Kusakabe, Taichi [1 ]
Kawai, Yasuko [1 ]
Kato, Keisuke [1 ]
机构
[1] Toho Univ, Fac Pharmaceut Sci, Funabashi, Chiba 2748510, Japan
关键词
PD(II)-MEDIATED CYCLIZATION-CARBONYLATION; COUPLING REACTIONS; IODIDES; ASPERTETRONIN; DERIVATIVES; GREGATINS; REVISIONS; GRAMININ; ALKYNES; ACCESS;
D O I
10.1021/ol402472q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of (+)-gregatin E and a new total synthesis of (+)-gregatin B are described. Key features of our synthetic approach involve a palladium-catalyzed cyclization-methoxycarbonylation of optically active propargylic acetate and a Suzuki-Miyaura coupling or CuTC-mediated coupling reaction. The absolute configuration of (+)-gregatin E (5R,5'S) is proposed.
引用
收藏
页码:5102 / 5105
页数:4
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