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Issue 92, 2015
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Chemoselective reduction of the phosphoryl bond of O-alkyl phosphinates and related compounds: an apparently impossible transformation

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Abstract

A method is reported for the phosphoryl bond cleavage of O-alkyl phosphinates, phosphinothioates and certain phosphonamidates to furnish the corresponding P(III) borane adducts. The two-step procedure relies upon initial activation of the phosphoryl bond with an alkyl triflate, followed by reduction of the resulting intermediate using lithium borohydride.

Graphical abstract: Chemoselective reduction of the phosphoryl bond of O-alkyl phosphinates and related compounds: an apparently impossible transformation

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Publication details

The article was received on 30 Jul 2015, accepted on 18 Sep 2015 and first published on 28 Sep 2015


Article type: Communication
DOI: 10.1039/C5CC06389B
Citation: Chem. Commun., 2015,51, 16561-16564
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    Chemoselective reduction of the phosphoryl bond of O-alkyl phosphinates and related compounds: an apparently impossible transformation

    N. P. Kenny, K. V. Rajendran and D. G. Gilheany, Chem. Commun., 2015, 51, 16561
    DOI: 10.1039/C5CC06389B

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