Literature DB >> 16869627

Facile dephosphonylation of beta-ketophosphonic acids: mechanistic studies.

Michael J Hawkins1, Eugene T Powell, Gregory C Leo, Diane A Gauthier, Michael N Greco, Bruce Maryanoff.   

Abstract

[reaction: see text] We have found that beta-ketophosphonic acids can undergo facile dephosphonylation under fairly mild conditions. The rate of dephosphonylation is dependent on the electronic nature of the substituent on the carbon atom alpha to phosphorus, with electron-withdrawing groups accelerating the process. 31P NMR studies were used to probe the mechanism for the process.

Entities:  

Year:  2006        PMID: 16869627     DOI: 10.1021/ol060519l

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Synthesis and reactivity of alkyl-1,1,1-trisphosphonate esters.

Authors:  Jacqueline P Smits; David F Wiemer
Journal:  J Org Chem       Date:  2011-10-04       Impact factor: 4.354

  1 in total

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