title: Pd-catalyzed regio- and stereoselective addition of boronic acids to silylacetylenes: a stereodivergent assembly of β,β-disubstituted alkenylsilanes and alkenyl halides.
abstract: An efficient Pd-catalyzed addition of boronic acids to silylacetylenes is described, providing β,β-disubstituted (E)- or (Z)-alkenylsilanes in satisfactory yields with excellent regio- and stereoselectivity under mild reaction conditions. It represents the first highly regio- and stereoselective addition of boronic acids to aryl and alkenyl silylacetylenes. Moreover, the sequential Pd-catalyzed boron addition/N-halosuccinimide-mediated halodesilylation reaction results in a stereodivergent approach to β,β-disubstituted alkenyl halides, which can serve as versatile synthetic intermediates for the stereodivergent assembly of (E)- and (Z)-trisubstituted alkenes via transition-metal-catalyzed cross-coupling reactions.
authors.affiliation: Department of Chemistry, Zhejiang Normal University , 688 Yingbin Road, Jinhua 321004, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Kong
authors.forename: Chao
authors.initials: C
authors.lastname: Che
authors.forename: Jialin
authors.initials: J
authors.lastname: Wu
authors.forename: Liai
authors.initials: L
authors.lastname: Ma
authors.forename: Gangguo
authors.initials: G
authors.lastname: Zhu