Tetrahedron

Synthesis of new α or γ-functionalized hydroxymethylphosphinic acid derivatives

HJ Cristau, A Hervé, D Virieux

Index: Cristau, Henri-Jean; Herve, Agnes; Virieux, David Tetrahedron, 2004 , vol. 60, # 4 p. 877 - 884

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Citation Number: 25

Abstract

The syntheses of new γ-ethoxycarbonyl-and α-amino-alkyl hydroxymethylphosphinic acid derivatives are described. These compounds were conveniently prepared by Michael addition or Kabachnik–Fields reaction of an original precursor, ethyl benzyloxymethyl hydrogenophosphinate, respectively to α, β-unsaturated esters using a basic activation or to imines. Selective deprotection of the alcohol function was achieved by hydrogenolysis on ...