Work

Direct Conversion of Benzylic and Allylic Alcohols to Phosphonates

Year: 2011

Type: article

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 ZnI(2).

Source: The Journal of Organic Chemistry

DOI: 10.1021/jo200137k

Authors: Rocky J. Barney, Rebekah M. Richardson, David F. Wiemer

Institution: University of Iowa

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute on Drug Abuse

Awards: G165844863, G50700759