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Issue 38, 2018
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Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(C6F5)3-catalyzed reduction with (HMe2SiCH2)2

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Abstract

B(C6F5)3-catalyzed deoxygenation of ether-substituted alcohols and carbonyl compounds has been developed using (HMe2SiCH2)2 as the reductant. This unique reagent shows distinct superiority over traditional one silicon-centered hydrosilanes, giving the corresponding alkanes in high yields with good tolerance of ethers, aryl halides and alkenes. The control experiments suggest that (HMe2SiCH2)2 might facilitate the approach in an intramolecular Si/O activation manner.

Graphical abstract: Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(C6F5)3-catalyzed reduction with (HMe2SiCH2)2

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Publication details

The article was received on 09 Feb 2018, accepted on 16 Apr 2018 and first published on 16 Apr 2018


Article type: Communication
DOI: 10.1039/C8CC01163J
Citation: Chem. Commun., 2018,54, 4834-4837
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    Chemoselective deoxygenation of ether-substituted alcohols and carbonyl compounds by B(C6F5)3-catalyzed reduction with (HMe2SiCH2)2

    W. Yang, L. Gao, J. Lu and Z. Song, Chem. Commun., 2018, 54, 4834
    DOI: 10.1039/C8CC01163J

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