1997/04/01 by Kaori Ando · 2 citations
Chemistry · #Phosphorus compounds and reactions #Synthesis and Reactivity of Sulfur-Containing Compounds #Organophosphorus compounds synthesis
paper · doi:10.1021/jo970057c
openalex publication_date 1997/04/01 · openalex created_date 2016/06/24 · openalex updated_date 2026/07/30
New Horner-Emmons reagents, ethyl (diarylphosphono)acetates 1, were prepared from triethyl phosphonoacetate, PCl(5), and the corresponding phenols. The reaction of 1 with several kinds of aldehydes in the presence of Triton B or NaH in THF solvent revealed that these reagents are useful for the synthesis of Z-unsaturated esters. Among the reagents examined, ethyl(di-o-tolylphosphono)-, [bis(o-ethylphenyl)phosphono]-, and [bis(o-isopropylphenyl)phosphono]acetates (1k-m) were found to be the most effective, giving Z-unsaturated esters with 93-99% selectivity.