title: Synthesis of multisubstituted olefins through regio- and stereoselective silylborylation of an alkynylboronate/chemoselective cross-coupling sequences.
abstract: A highly regio- and stereoselective silylborylation of an alkynylboronate is disclosed. PhMe2Si-B(pin) undergoes a Pd(OAc)2/(t)OctNC-catalyzed syn-addition to the alkynylboronate to yield 1-phenyl-1-silyl-2,2-diborylethene with high regioselectivity. The product 1-phenyl-1-silyl-2,2-diborylethene is then chemoselectively arylated by Suzuki-Miyaura coupling to afford (Z)-1-silyl-2-borylstilbene derivatives. This approach is extended to the synthesis of a tetraarylated olefin with four different substituents.
authors.affiliation: Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.
authors.forename: Jiao
authors.initials: J
authors.lastname: Jiao
authors.forename: Kiyohiko
authors.initials: K
authors.lastname: Nakajima
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Nishihara