title: Copper-catalyzed conjugate additions of alkylboranes to imidazolyl α,β-unsaturated ketones: formal reductive conjugate addition of terminal alkenes.
abstract: Conjugate addition of alkylboron compounds (alkyl-9-BBN) to imidazol-2-yl α,β-unsaturated ketones proceeded in the presence of a catalytic amount (10 mol %) of CuCl, 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes), and t-BuOK. The alkylboranes are available through alkene hydroboration, and thus the overall process represents a reductive conjugate addition of alkenes to enone derivatives. A variety of functional groups are tolerated in both the alkenes and the α,β-unsaturated ketones. The 2-acylimidazole moiety can easily be converted into the corresponding carboxylic acid, ester, and amide derivatives.
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan. ohmiya@sci.hokudai.ac.jp
authors.forename: Hirohisa
authors.initials: H
authors.lastname: Ohmiya
authors.forename: Mika
authors.initials: M
authors.lastname: Yoshida
authors.forename: Masaya
authors.initials: M
authors.lastname: Sawamura