Synthesis of Vinyl-, Allyl-, and 2-Boryl Allylboronates via a Highly Selective Copper-Catalyzed Borylation of Propargylic Alcohols
Lujia Mao, Rüdiger Bertermann, Katharina Emmert, Kálmán J. Szabó* and Todd B. Marder*
*Stockholm University, SE-10691 Stockholm, Sweden; Julius-Maximilians-Universität
Würzburg, 97074 Würzburg, Germany, Email: kalman
organ.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.7b03294
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Abstract
An efficient Cu-catalazed borylation of propargylic alcohols provides vinyl-, allyl-, and (E)-2-boryl allylboronates in very good yield with a broad substrate scope under mild conditions. Isolation of an allenyl boronate as the reaction intermediate suggests that an insertion-elimination-type reaction, followed by borylcupration, is involved.
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Key Words
vinylboronates, allylboronates
ID: J54-Y2017
