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Synlett 1995; 1995(9): 921-922
DOI: 10.1055/s-1995-5126
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A Simple Route to N-Acylaminophosphonoacetates (N-protected phosphonylglycine esters)

Leigh Ferris1 , David Haigh2 , Christopher J. Moody1
  • 1Department of Chemistry, University of Loughborough, Loughborough, Leicestershire, LE11 3TU, UK
  • 2SmithKline Beecham Pharmaceuticals, Yew Tree Bottom Road, Great Burgh, Epsom, Surrey KT18 5XQ, UK
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Publication History

Publication Date:
31 December 2000 (online)

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Rhodium(II) acetate catalysed reaction of triethyl diazophosphonoacetate 2 with amides, carbamates or ureas gives a range of N-acyl phosphonylglycine derivatives 3 by N-H insertion reaction of the intermediate rhodium carbenoid.

diazophosphonate - aminophosphonate - rhodium carbenoid