title: Catalytic enantioselective addition of thioacids to trisubstituted nitroalkenes.
abstract: The first example of a catalytic enantioselective addition to and nitronate protonation of trisubstituted nitroalkenes to produce highly enantioenriched products with a tetrasubstituted carbon is reported. Thioacids added in excellent yields and with high enantioselectivities to both activated and unactivated nitroalkenes. The 1,2-nitrothioacetate products can be readily converted in two steps to biomedically relevant 1,2-aminosulfonic acids without loss of enantiopurity.
authors.affiliation: Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520 (USA).
authors.forename: James P
authors.initials: JP
authors.lastname: Phelan
authors.forename: Evan J
authors.initials: EJ
authors.lastname: Patel
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Ellman
keywords: asymmetric catalysis; michael addition; nitroalkene; organocatalysis