title: Enantiospecific photochemical Norrish/Yang type II reaction of nonbiaryl atropchiral alpha-oxoamides in solution--axial to point chirality transfer.
abstract: Alpha-oxoamides 1 with o-tert-butyl substitution on the N-phenyl moiety were found to be stable axially chiral atropisomers. These axially chiral alpha-oxoamides undergo enantiospecific photochemical gamma-Hydrogen abstraction in CHCl(3) to yield beta-lactams with high enantioselectivity (e.r. approximately 90:10) in solution. The extent of enantioselectivity was found to be dependent on the reaction temperature.
authors.affiliation: Department of Chemistry and Molecular Biology, North Dakota State University, Fargo, North Dakota 58105, USA.
authors.forename: Anoklase Jean-Luc
authors.initials: AJ
authors.lastname: Ayitou
authors.forename: Josepha L
authors.initials: JL
authors.lastname: Jesuraj
authors.forename: Nilotpal
authors.initials: N
authors.lastname: Barooah
authors.forename: Angel
authors.initials: A
authors.lastname: Ugrinov
authors.forename: J
authors.initials: J
authors.lastname: Sivaguru