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Issue 27, 2015
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Regioselective synthesis of highly functionalized alkenylboronates by Cu-catalyzed borylation of propargylic silylalkynes

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Abstract

High regioselectivity was achieved in the Cu(I)-catalyzed borylation of internal propargylic alkynes with a silyl substituent to afford multifunctionalized alkenylboron compounds. While both the silyl and propargylic substituents are known to act as directing groups, a N-heterocyclic carbene (NHC)–Cu complex furnished β-vinylboronate products (relative to Si) with high selectivity.

Graphical abstract: Regioselective synthesis of highly functionalized alkenylboronates by Cu-catalyzed borylation of propargylic silylalkynes

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Publication details

The article was received on 13 Jan 2015, accepted on 23 Jan 2015 and first published on 27 Jan 2015


Article type: Communication
DOI: 10.1039/C5DT00144G
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Dalton Trans., 2015,44, 12091-12093

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    Regioselective synthesis of highly functionalized alkenylboronates by Cu-catalyzed borylation of propargylic silylalkynes

    Y. E. Kim, D. Li and J. Yun, Dalton Trans., 2015, 44, 12091
    DOI: 10.1039/C5DT00144G

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