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… (More)
DOI: 10.1021/ol401333j

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