title: Copper-catalyzed stereoselective conjugate addition of alkylboranes to alkynoates.
abstract: A copper-catalyzed conjugate addition of alkylboron compounds (alkyl-9-BBN, prepared by hydroboration of alkenes with 9-BBN-H) to alkynoates to form β-disubstituted acrylates is reported. The addition occurred in a formal syn-hydroalkylation mode. The syn stereoselectivity was excellent regardless of the substrate structure. A variety of functional groups were compatible with the conjugate addition.
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
authors.forename: Takamichi
authors.initials: T
authors.lastname: Wakamatsu
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
authors.forename: Kazunori
authors.initials: K
authors.lastname: Nagao
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
authors.forename: Hirohisa
authors.initials: H
authors.lastname: Ohmiya
authors.affiliation: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
authors.forename: Masaya
authors.initials: M
authors.lastname: Sawamura
keywords: alkylborane; alkynoate; conjugate addition; copper; multisubstituted alkene