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

Authors
DIEZ A CASTELLS J FORNS P RUBIRALTA M GRIERSON DS HUSSON HP SOLANS X FONTBARDIA M
Citation
A. Diez et al., SYNTHETIC APPLICATIONS OF 2-(1,3-DITHIAN-2-YL)INDOLES .4. NEW SYNTHESIS OF THE TETRACYCLIC ABED RING-SYSTEM OF STRYCHNOS ALKALOIDS, Tetrahedron, 50(22), 1994, pp. 6585-6602
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
22
Year of publication
1994
Pages
6585 - 6602
Database
ISI
SICI code
0040-4020(1994)50:22<6585:SAO2.N>2.0.ZU;2-K
Abstract
A new and versatile synthesis of tetracyclic compounds 10, 22 and 24 p resenting the ABED ring system of Strychnos alkaloids is described by closure of the C-1-C-11b bond in the key step. The intermediate tetrah ydropyridinium salts 2 have been obtained from 2-(1,3-dithian-2-yl)ind ole (3) and either -cyano-3-ethyl-1-methyl-1,2,3,6-tetrahydropyridine (4a) or N-substituted Delta(3)-piperidein-2-ones (5).