A CONCISE, STEREOSELECTIVE SYNTHESIS OF (+ -)-GEISSOSCHIZINE/

Authors
BENNASAR ML JIMENEZ JM SUFI BA BOSCH J
Citation
Ml. Bennasar et al., A CONCISE, STEREOSELECTIVE SYNTHESIS OF (+ -)-GEISSOSCHIZINE/, Tetrahedron letters, 37(50), 1996, pp. 9105-9106
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
50
Year of publication
1996
Pages
9105 - 9106
Database
ISI
SICI code
0040-4039(1996)37:50<9105:ACSSO(>2.0.ZU;2-0
Abstract
A stereocontrolled synthesis of (+/-)-geissoschizine, involving the ad dition of the enolate derived from 1-acetylindole to pyridinium salt 2 , cyclization of the resultant 1,4-dihydropyridine stereoselective ela boration of the E-ethylidene substituent, closure of C ring by Pummere r reaction, and methanolysis of the resulting pentacyclic lactam, is r eported. Copyright (C) 1996 Elsevier Science Ltd