CONSTRUCTION OF THE PENTACYCLIC RING-SYSTEM OF APOGEISSOSCHIZINE

Authors
BENNASAR ML ZULAICA E SUFI BA BOSCH J
Citation
Ml. Bennasar et al., CONSTRUCTION OF THE PENTACYCLIC RING-SYSTEM OF APOGEISSOSCHIZINE, Tetrahedron, 52(25), 1996, pp. 8601-8610
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
25
Year of publication
1996
Pages
8601 - 8610
Database
ISI
SICI code
0040-4020(1996)52:25<8601:COTPRO>2.0.ZU;2-4
Abstract
The synthesis of pentacyclic apogeissoschizine-type compounds is repor ted. It involves the construction of the seven-membered E ring by addi tion of the enolate derived from methyl 1-indolepropionate to the gamm a-position of a pyridinium salt, with subsequent acid-promoted cycliza tion of the resulting 1,4-dihydropyridine, and the closure of the C ri ng by cyclization on the indole 3-position in the last synthetic step. (C) 1996 Elsevier Science Ltd