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Olefin cross-metathesis/Suzuki-Miyaura reactions on 4-vinylphenylboronic acid pinacol ester

Baltus, Christine and Press, Neil and Coles, Simon and Tizzard, Graham and Spencer, John and Chuckowree, Irina and Day, Iain (2013) Olefin cross-metathesis/Suzuki-Miyaura reactions on 4-vinylphenylboronic acid pinacol ester. Tetrahedron Letters, 54 (10). pp. 1211-1217. ISSN 0040-4039

Abstract

A series of alkenyl phenylboronic acid pinacol esters have been synthesized via an olefin cross-metathesis reaction of 4-vinylphenylboronic acid pinacol ester. After catalytic hydrogenation, the resulting boronates were reacted in a microwave-mediated Suzuki-Miyaura coupling reaction to form a library of biarylethyl aryl and cycloalkyl derivatives. A complementary reaction sequence involved an initial Suzuki-Miyaura coupling of 4-vinylphenylboronic acid with aryl halides prior to the cross metathesis reaction and hydrogenation sequence.

Item Type: Article
Additional Information: Paper resulting from CASE collaboration. No proprietary structures.
Keywords: Arylboronic esters, Cross-metathesis reaction, Suzuki-Miyaura coupling, C-C bond formation, Microwaves.
Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14
URI: https://oak.novartis.com/id/eprint/6294

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