Tetrahedron letters

Facile enolisation of α-ketophosphonates

K Afarinkia, J Echenique, SC Nyburg

Index: Afarinkia, Kamyar; Echenique, Juan; Nyburg, Stanley C. Tetrahedron Letters, 1997 , vol. 38, # 9 p. 1663 - 1666

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Citation Number: 17

Abstract

A number of α-ketophosphonate are prepared and shown to be easily enolised. An X-ray crystal structure determination of a β-phenyl-α-ketophosphonate shows the molecule to be present as hydrogen bonded dimers and demonstrates the presence of enol tautomer in solid state. α-ketophosphonate can be converted to the corresponding enolacetate under mild conditions. The enolacetate have the E-configuration exclusively.