SYNTHETIC APPLICATIONS OF 2-(1,3-DITHIAN-2-YL)INDOLES .4. NEW SYNTHESIS OF THE TETRACYCLIC ABED RING-SYSTEM OF STRYCHNOS ALKALOIDS

被引:23
作者
DIEZ, A
CASTELLS, J
FORNS, P
RUBIRALTA, M
GRIERSON, DS
HUSSON, HP
SOLANS, X
FONTBARDIA, M
机构
[1] UNIV BARCELONA,FAC FARM,ORGAN CHEM LAB,E-08028 BARCELONA,SPAIN
[2] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
[3] UNIV BARCELONA,DEPT CRISTAL LOGRAFIA MINERAL DIPOSITS MINERALS,E-08028 BARCELONA,SPAIN
关键词
D O I
10.1016/S0040-4020(01)89689-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and versatile synthesis of tetracyclic compounds 10, 22 and 24 presenting the ABED ring system of Strychnos alkaloids is described by closure of the C-1-C-11b bond in the key step. The intermediate tetrahydropyridinium salts 2 have been obtained from 2-(1,3-dithian-2-yl)indole (3) and either 2-cyano-3-ethyl-1-methyl-1,2,3,6-tetrahydropyridine (4a) or N-substituted Delta(3)-piperidein-2-ones (5).
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收藏
页码:6585 / 6602
页数:18
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