AN UNEXPECTED HECK REACTION - INVERSION OF OLEFIN GEOMETRY FACILITATED BY THE APPARENT INTRAMOLECULAR CARBAMATE CHELATION OF THE SIGMA-PALLADIUM INTERMEDIATE

Authors
RAWAL VH MICHOUD C
Citation
Vh. Rawal et C. Michoud, AN UNEXPECTED HECK REACTION - INVERSION OF OLEFIN GEOMETRY FACILITATED BY THE APPARENT INTRAMOLECULAR CARBAMATE CHELATION OF THE SIGMA-PALLADIUM INTERMEDIATE, Journal of organic chemistry, 58(21), 1993, pp. 5583-5584
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
58
Issue
21
Year of publication
1993
Pages
5583 - 5584
Database
ISI
SICI code
0022-3263(1993)58:21<5583:AUHR-I>2.0.ZU;2-L
Abstract
The presence of a carbamate moiety can dramatically alter the outcome of a Heck cyclization, so that the normal exo-cyclization is not follo wed by beta-elimination, but by cyclopropane formation, rearrangement, and elimination.