title: Alpha,alpha-disubstituted boron enolates in the asymmetric synthesis of quaternary carbon centers.
abstract: [reaction: see text] Reduction of alpha,alpha-disubstituted thioglycolate amides with lithium di-tert-butylbiphenylide affords alpha,alpha-disubstituted enolates with high Z/E selectivity. Transmetalation of the enolates with dicyclohexylboron bromide facilitates highly diastereoselective aldol reaction with aromatic and alpha,beta-unsaturated aldehydes.
authors.affiliation: Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Quebec, Canada, H3A 2K6.
authors.forename: E Diane
authors.initials: ED
authors.lastname: Burke
authors.forename: James L
authors.initials: JL
authors.lastname: Gleason