title: Catalytic asymmetric α-alkylation of ketones and aldehydes with N-benzylic sulfonamides through carbon-nitrogen bond cleavage.
abstract: A range of ketones and aldehydes smoothly undergo asymmetric S(N)1 α-alkylation with N-benzylic sulfonamides in the presence of 10 mol % of a chiral imidazolidinone and trifluoroacetic acid to give the corresponding products in good to excellent yields and with good enantioselectivity. This chemistry has been successfully extended to the asymmetric desymmetrization of 4-substituted cyclohexanones, which exhibits greater than 99:1 diastereoselectivity and good enantioselectivity.
authors.affiliation: Joint Laboratory of Green Synthetic Chemistry, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
authors.forename: Zhen-Tao
authors.initials: ZT
authors.lastname: Weng
authors.forename: Yuan
authors.initials: Y
authors.lastname: Li
authors.forename: Shi-Kai
authors.initials: SK
authors.lastname: Tian