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Issue 6, 2014
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Regioselective transformation of alkynes catalyzed by a copper hydride or boryl copper species

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Abstract

This review summarizes the transformation of alkynes using a copper hydride (Cu–H) or boryl copper (Cu–B) species as the active species. The semihydrogenation, hydrocarboxylation, and hydroboration of alkynes have been developed using Cu–H as the active species. The hydroboration, diboration, carboboration and boracarboxylation of alkynes involve the Cu–B species. These transformations afforded multi-substituted alkenes that are potentially good intermediates in organic synthesis. The key to the regioselective transformation is the addition of the Cu–H or Cu–B species to an alkyne, to afford the corresponding alkenylcopper intermediate regioselectively.

Graphical abstract: Regioselective transformation of alkynes catalyzed by a copper hydride or boryl copper species

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Publication details

The article was received on 17 Jan 2014, accepted on 27 Feb 2014 and first published on 05 Mar 2014


Article type: Perspective
DOI: 10.1039/C4CY00070F
Citation: Catal. Sci. Technol., 2014,4, 1699-1709
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    Regioselective transformation of alkynes catalyzed by a copper hydride or boryl copper species

    T. Fujihara, K. Semba, J. Terao and Y. Tsuji, Catal. Sci. Technol., 2014, 4, 1699
    DOI: 10.1039/C4CY00070F

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