title: Catalytic carbon insertion into the β-vinyl C-H bond of cyclic enones with alkyl diazoacetates.
abstract: The first example of the boron Lewis acid catalyzed C(sp2)-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3•Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford β-functionalized cyclic enones from simple cyclic enones in a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.
authors.affiliation: Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea.
authors.forename: Sung Il
authors.initials: SI
authors.lastname: Lee
authors.forename: Byung Chul
authors.initials: BC
authors.lastname: Kang
authors.forename: Geum-Sook
authors.initials: GS
authors.lastname: Hwang
authors.forename: Do Hyun
authors.initials: DH
authors.lastname: Ryu