Simple synthesis of oxiranylidene-2,2-bis(phosphonic acid): Tetrabenzyl geminal bisphosphonate esters as useful intermediates

P. C. B. Bulman Page, M. J. McKenzie, J. A. Gallagher

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Abstract

Tetrabenzyl geminal bisphosphonate esters are shown to be useful synthetic equivalents of 1,1-bis(phosphonic acid)s which may be easily functionalized at the central carbon atom without phosphonate ester hydrolysis. The parent bis(phosphonic acid) unit is readily regenerated by hydrogenolysis. The chemistry is used to prepare the elusive epoxide oxiranylidene-2,2-bis(phosphonic acid) by a short and reliable procedure.
Original languageEnglish
Pages (from-to)211-218
Number of pages8
JournalSynthetic Communications
Volume32
Issue number2
Publication statusPublished - 2002

Keywords

  • INHIBITOR
  • BREAST-CANCER
  • AGENTS
  • OSTEOPOROSIS
  • BONE-RESORPTION
  • ANALOGS
  • OVARIECTOMIZED RATS
  • POSTMENOPAUSAL WOMEN
  • MECHANISMS
  • OSTEOBLASTS

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