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Direct Conversion of Benzylic and Allylic Alcohols to Phosphonates
Journal article   Peer reviewed

Direct Conversion of Benzylic and Allylic Alcohols to Phosphonates

Rocky J Barney, Rebekah M Richardson and David F Wiemer
Journal of organic chemistry, Vol.76(8), pp.2875-2879
04/15/2011
DOI: 10.1021/jo200137k
PMCID: PMC3204863
PMID: 21405073

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Abstract

Benzyl phosphonate esters often serve as reagents in Horner−Wadsworth−Emmons reactions. In most cases, they can be prepared from benzylic alcohols via formation of the corresponding halide followed by an Arbuzov reaction. To identify a more direct synthesis of phosphonate esters, we have developed a one-flask procedure for conversion of benzylic and allylic alcohols to the corresponding phosphonates through treatment with triethyl phosphite and ZnI2.

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