Cyclopropenation of alkylidene carbenes derived from alpha-silyl ketones.
A new cyclopropanation reaction involving Calpha-Si bond insertion of alkylidene carbenes derived from alpha-silyl ketones has been developed. This unprecedented alkylidene carbene reactivity features excellent selectivity for insertion into Calpha-Si bonds rather than insertion into Cgamma-H bonds or addition to gamma,delta-double or -triple bonds. The selectivity trend clearly indicates that the alpha-oxygen in the tether significantly promotes Cgamma-H insertion, although the Calpha-Si bond insertion still competes effectively.
Li
Jingwei
J
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
Sun
Chunrui
C
Lee
Daesung
D