NICKEL POWDER PROMOTED 5-ENDO RADICAL CYCLIZATIONS - A CONCISE APPROACH TO ERYTHRINA ALKALOIDS

Authors
CASSAYRE J QUICLETSIRE B SAUNIER JB ZARD SZ
Citation
J. Cassayre et al., NICKEL POWDER PROMOTED 5-ENDO RADICAL CYCLIZATIONS - A CONCISE APPROACH TO ERYTHRINA ALKALOIDS, Tetrahedron letters, 39(49), 1998, pp. 8995-8998
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
49
Year of publication
1998
Pages
8995 - 8998
Database
ISI
SICI code
0040-4039(1998)39:49<8995:NPP5RC>2.0.ZU;2-N
Abstract
N-Alkenyl trichloroacetamides 3 undergo, upon refluxing with nickel po wder and acetic acid in 2-propanol, exclusive 5-endo-trig cyclisation to afford functionalised lactams 4; these are attractive precursors of erythrina alkaloids, as demonstrated by-the expedient synthesis of 3- demethoxyerythratidinone 5. (C) 1998 Published by Elsevier Science Ltd . Ail rights reserved.