Olefin cross-metathesis/Suzuki–Miyaura reactions on vinylphenylboronic acid pinacol esters

…, NJ Press, IJ Day, SJ Coles, GJ Tizzard, J Spencer

Index: Baltus, Christine B.; Chuckowree, Irina S.; Press, Neil J.; Day, Iain J.; Coles, Simon J.; Tizzard, Graham J.; Spencer, John Tetrahedron Letters, 2013 , vol. 54, # 10 p. 1211 - 1217

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Citation Number: 8

Abstract

A series of alkenyl phenylboronic acid pinacol esters has been synthesized via an olefin cross-metathesis reaction of vinylphenylboronic acid pinacol ester derivatives. After catalytic hydrogenation, the resulting boronates were coupled via a microwave-mediated Suzuki– Miyaura reaction to afford a library of biarylethyl aryl and biarylethyl cycloalkyl derivatives. A complementary reaction sequence involved an initial Suzuki–Miyaura coupling.