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Issue 47, 2010
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An unexpected base-induced [1,4]-phospho-Fries rearrangement

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Abstract

An unexpected [1,4]-phospho-Fries rearrangement that gives rise to the formation of a O,O,O,O-tetraethyl methylenebis(thiophosphonate) derivative is reported. The regioselectivity of the metallation with n-BuLi or t-BuLi is the key factor that explains either the [1,4] or [1,3] rearrangement observed.

Graphical abstract: An unexpected base-induced [1,4]-phospho-Fries rearrangement

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Publication details

The article was received on 20 Jul 2010, accepted on 23 Sep 2010 and first published on 19 Oct 2010


Article type: Communication
DOI: 10.1039/C0DT00880J
Dalton Trans., 2010,39, 11314-11316

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    An unexpected base-induced [1,4]-phospho-Fries rearrangement

    M. Berchel, J. Salaün, H. Couthon-Gourvès, J. Haelters and P. Jaffrès, Dalton Trans., 2010, 39, 11314
    DOI: 10.1039/C0DT00880J

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