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