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Palladium-Catalyzed Oxidative Borylation of Allylic C-H Bonds in Alkenes

Lujia Mao, Rüdiger Bertermann, Simon G. Rachor, Kálmán J. Szabó* and Todd B. Marder*

*Stockholm University, SE-10691 Stockholm, Sweden; Julius-Maximilians-Universität Würzburg, 97074 Würzburg, Germany, Email: kalmanorgan.su.se, todd.marderuni-wuerzburg.de

L. Mao, R. Bertermann, K. Emmert, K. J. Szabo, T. B. Marder, Org. Lett., 2017, 19, 6586-6589.

DOI: 10.1021/acs.orglett.7b03296 (free Supporting Information)



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Abstract

A palladium pincer complex catalyzes an allylic C-H borylation of alkenes in high yields. The transformation exhibits high regio- and stereoselectivity with various linear alkenes. Preliminary mechanistic studies indicate that this C-H borylation reaction proceeds via Pd(IV) pincer complex intermediates.

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proposed mechanism



Key Words

allylboronates, Selectfluor


ID: J54-Y2017