title: Mild and general zinc-alkoxide-catalyzed allylations of ketones with allyl pinacol boronates.
abstract: A general and efficient zinc-alkoxide-catalyzed allylation of a diverse array of ketones with allyl boronates is presented. The methodology is effective with 2 mol % of catalyst and with relatively short reaction times. Studies of the key exchange process are presented, which support a cyclic transition state for the boron to zinc exchange.
authors.affiliation: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA. keith.fandrick@boehringer-ingelheim.com
authors.forename: Keith R
authors.initials: KR
authors.lastname: Fandrick
authors.forename: Daniel R
authors.initials: DR
authors.lastname: Fandrick
authors.forename: Joe J
authors.initials: JJ
authors.lastname: Gao
authors.forename: Jonathan T
authors.initials: JT
authors.lastname: Reeves
authors.forename: Zhulin
authors.initials: Z
authors.lastname: Tan
authors.forename: Wenjie
authors.initials: W
authors.lastname: Li
authors.forename: Jinhua J
authors.initials: JJ
authors.lastname: Song
authors.forename: Bruce
authors.initials: B
authors.lastname: Lu
authors.forename: Nathan K
authors.initials: NK
authors.lastname: Yee
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D015032:Zinc / Q000737:chemistry*
chemical_list: D000498:Allyl Compounds; D001896:Boron Compounds; D007659:Ketones; D015032:Zinc