title: Copper(I)-catalyzed regioselective propargylic substitution involving Si-B bond activation.
abstract: The silicon nucleophile generated by copper(I)-catalyzed Si-B bond activation allows several γ-selective propargylic substitutions. The regioselectivity (γ:α ratio) is strongly dependent on the propargylic leaving group. Chloride is superior to oxygen leaving groups in linear substrates (γ:α > 99:1), and it is only the phosphate group that also shows promising regiocontrol (γ:α = 90:10). That leaving group produces superb γ-selectivity (γ:α > 99:1) in α-branched propargylic systems, and enantioenriched substrates react with excellent central-to-axial chirality transfer.
authors.affiliation: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
authors.forename: Devendra J
authors.initials: DJ
authors.lastname: Vyas
authors.forename: Chinmoy K
authors.initials: CK
authors.lastname: Hazra
authors.forename: Martin
authors.initials: M
authors.lastname: Oestreich