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Synthesis of Benzyl-, Allyl-, and Allenyl-boronates via Copper-Catalyzed Borylation of Alcohols

Lujia Mao, 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, K. J. Szabó, T. B. Marder, Org. Lett., 2017, 19, 1204-1207.

DOI: 10.1021/acs.orglett.7b00256 (free Supporting Information)


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Abstract

A copper-catalyzed synthesis of benzyl-, allyl-, and allenyl-boronates from benzylic, allylic, and propargylic alcohols, respectively, exhibits a broad reaction scope and high efficiency under mild conditions. Preliminarily mechanistic studies suggest that nucleophilic substitution is involved in this reaction.

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Key Words

Allylboronates, Allenes, Allenylboronates


ID: J54-Y2017