63314-88-5Relevant articles and documents
Access to Unstabilized Secondary Vinylphosphines by Chemoselective Reduction of Vinylphosphinates or by P-Alkylation of the Primary Vinylphosphine
Gaumont, A. C.,Morise, X.,Denis, J. M.
, p. 4292 - 4295 (2007/10/02)
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Phosphinic acid esters and process for preparing the same
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, (2008/06/13)
Disclosed is a novel process for preparing [(3-amino-3-carboxy)-propyl-1]phosphinic acid derivatives, comprising reacting an alkylalkylphosphonyl halide with a vinylmagnesium halide to form a vinylphosphinic acid derivative, and reacting the vinylphosphinic acid derivative with a Shiff's base to form the aimed product. Also disclosed is a novel intermediate compound formed during the course of the above process, which compound has the general formula: STR1 (wherein R1, R2, R3, R4 and R5 are as defined in the specification).
Phospho-Cope Rearrangement of Sodium Allylvinylphosphinate
Loewus, David I.
, p. 2292 - 2296 (2007/10/02)
Sodium allylvinylphosphinate (1) rearranges thermally to sodium hydrogen pent-4-enephosphonate (3) in virtually quantitative yield.The reaction probably constitutes a phospho-Cope rearrangement and presumably proceeds by way of the monomeric metaphosphonate 2 as a reactive intermediate.The half-time for the reaction is 4.67 h in water at 193.6+/- 1.0 deg C and 6.03 h in ethanol.By contrast, ethyl allylvinylphosphinate reacts in ethanol to give a mixture of compounds; although some of the product expected for a phospho-Cope is present in the mixture, the rearrangement is slower than that of the anion by a factor of at least 16.The mechanistic implications of these facts are discussed.