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Enol Silyl Ethers via Copper(II)-Catalyzed C–O Bond Formation

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    Enol Silyl Ethers via Copper(II)-Catalyzed C–O Bond Formation
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    Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States
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    Organic Letters

    Cite this: Org. Lett. 2011, 13, 10, 2778–2781
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    https://doi.org/10.1021/ol2009297
    Published April 21, 2011
    Copyright © 2011 American Chemical Society
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    Abstract

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    Copper(II) acetate catalyzes the coupling of pinacol vinylboronates with silanols producing enol silyl ethers. This represents a novel enol silyl ether synthesis via formation of the C–O bond instead of the conventional Si–O bond. This also constitutes the first transition-metal-catalyzed oxidative cross-coupling with silanols.

    Copyright © 2011 American Chemical Society

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    Experimental procedures and spectral data for all new compounds, including scanned images of 1H and 13C NMR spectra. This material is available free of charge via the Internet at http://pubs.acs.org.

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    This article is cited by 35 publications.

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    35. Daniel G. Chan, David J. Winternheimer, Craig A. Merlic. ChemInform Abstract: Enol Silyl Ethers via Copper(II)‐Catalyzed C—O Bond Formation.. ChemInform 2011, 42 (36) https://doi.org/10.1002/chin.201136176
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    Organic Letters

    Cite this: Org. Lett. 2011, 13, 10, 2778–2781
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ol2009297
    Published April 21, 2011
    Copyright © 2011 American Chemical Society
    Request reuse permissions

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