SYNTHETIC STUDIES TOWARD (+)-LYSERGIC ACID: CONSTRUCTION OF THE TETRACYCLIC ERGOLINE SKELETON

被引:31
作者
Inoue, Tohru [1 ]
Yokoshima, Satoshi [1 ]
Fukuyama, Tohru [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
关键词
Alkaloid; Indole; Electrocyclic Reaction; Heck Reaction; Carbonylation; (+/-)-LYSERGIC ACID; ERGOT ALKALOIDS; LYSERGIC-ACID; (&/-)-LYSERGIC ACID; ROUTE;
D O I
10.3987/COM-08-S(D)42
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have successfully constructed the tetracyclic skeleton of lysergic acid, which features an acylation at the C3 position of the indole as well as an intramolecular Heck reaction. The optically active D ring unit could be derived from L-pyroglutamic acid via a disrotatory electrocyclic reaction of a dibromocyclopropane.
引用
收藏
页码:373 / 378
页数:6
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