In situ generation of zinc carbenoids from diazo compounds and zinc salts: asymmetric synthesis of 1,2,3-substituted cyclopropanes.
The first enantioselective cyclopropanation of alkenes using zinc carbenoids generated in situ from diazo compounds and zinc salts is reported. This new method allows the highly enantio- and diastereoselective synthesis of 1,2,3-substituted cyclopropanes via aryl-substituted carbenoids. The first Simmons-Smith reaction using a catalytic amount of zinc to generate enantioenriched cyclopropane is also reported.
Goudreau
Sébastien R
SR
Department of Chemistry, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.
Charette
André B
AB