INDOLE ALKALOIDS - A COMBINED CHEMICAL AND ENZYMATIC ROUTE FOR EBURNANE RING CONSTRUCTION - FORMAL SYNTHESIS OF (-)-EBURNAMONINE

被引:19
作者
PALMISANO, G
DANNIBALLE, P
SANTAGOSTINO, M
机构
[1] Dipartimento di Chimica Organica e Industriale, Facoltá di Scienze, Università degli Studi di Milano, 20133 Milano
关键词
D O I
10.1016/S0040-4020(01)85522-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled formal synthesis of(-)-eburnamonine 1, a tetracyclic indole alkaloid used as antihypertensive drug, has been achieved through the use of [3,3]-sigmatropic rearrangement (Claisen rearrangement) of the enantiopure beta-alkoxy acrylate 4, available from rac-3-ethylcyclohexenol 3 via lipase-catalyzed transesterification
引用
收藏
页码:9487 / 9494
页数:8
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