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Synthesis 1991; 1991(9): 691-693
DOI: 10.1055/s-1991-26546
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Steric and Electronic Effects in the Aryl Phosphate to Arylphosphonate Rearrangement

Dee Ann Casteel* , S. Prasad Peri
  • *Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa 52242, USA
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Publication Date:
29 April 2002 (online)

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A number of carboxy substituted aryl phosphates have been prepared and subjected to anionic rearrangement conditions to provide the corresponding phenolic phosphonates. Steric effects of the phosphate ester group and the electronic effects of the aryl carboxy group can limit the scope of the rearrangement.