posted on 2014-06-20, 00:00authored byBoon-Hong Tan, Naohiko Yoshikai
A cobalt–diphosphine catalyst
promotes the addition of an
arylzinc reagent to a norbornene derivative to afford o-(2-exo-norbornyl)arylzinc species. This “migratory
arylzincation” reaction is considered to involve insertion
of norbornene into an arylcobalt species, alkyl-to-aryl 1,4-cobalt
migration, and transmetalation between the resulting o-(2-exo-norbornyl)arylcobalt species and the arylzinc
reagent. The o-(2-exo-norbornyl)arylzinc
species can be intercepted by common organic electrophiles under copper
or palladium catalysis.