title: Kinetic resolution of 2,3-dihydro-2-substituted 4-quinolones by palladium-catalyzed asymmetric allylic alkylation.
abstract: The kinetic resolution of a carbon nucleophile is realized for the first time via Pd-catalyzed asymmetric allylic alkylation with "unstabilized" ketone enolates as the nucleophile, providing both allylated 2,3-disubstituted 2,3-dihydro-4-quinolones and recovered substrates in high yields and high ee (S-factor is 40-145). The application of the methodology in organic synthesis is demonstrated by the ready transformation of an allylated adduct into pyrrolo[3,2-c]quinoline, which features a core structure of biologically active Martinella alkaloids.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
authors.forename: Bai-Lin
authors.initials: BL
authors.lastname: Lei
authors.forename: Chang-Hua
authors.initials: CH
authors.lastname: Ding
authors.forename: Xiao-Fei
authors.initials: XF
authors.lastname: Yang
authors.forename: Xiao-Long
authors.initials: XL
authors.lastname: Wan
authors.forename: Xue-Long
authors.initials: XL
authors.lastname: Hou