title: Diastereoselective synthesis of vicinally bis(trifluoromethylated) alkylboron compounds through successive insertions of 2,2,2-trifluorodiazoethane.
abstract: The usefulness of embedded CF3 substituents within organic substructures necessitates the development of diverse methods for incorporating this functional group. A recently reported route to α-trifluoromethylated alkylboron compounds by an α-transfer mechanism has now been extended to the synthesis of unprecedented, vicinally ditrifluoromethylated alkylboron compounds in a diastereoselective fashion. The utility of these products is highlighted by conversion of the C-B bond into other functional groups.
authors.affiliation: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323 (USA). gmolandr@sas.upenn.edu.
authors.forename: Gary A
authors.initials: GA
authors.lastname: Molander
authors.forename: DaWeon
authors.initials: D
authors.lastname: Ryu
keywords: boron; diastereoselectivity; diazo compounds; synthetic methods; trifluoromethylation