Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction (HWE) or the Horner-Emmons modification.

Triethyl phosphonoacetate can be added dropwise to sodium methoxide solution to prepare a phosphonate anion. It has an acidic proton that can easily be abstracted by a weak base. When used in an HWE reaction with a carbonyl the resulting alkene formed is usually the E alkene, and is generated with excellent regioselectivity.[1]

References

  1. ^ Rathke, Michael W.; Nowak, Michael (July 1985). "The Horner-Wadsworth-Emmons modification of the Wittig reaction using triethylamine and lithium or magnesium salts". The Journal of Organic Chemistry. 50 (15): 2624–2626. doi:10.1021/jo00215a004.


Allikas: https://en.wikipedia.org/wiki/Triethyl_phosphonoacetate
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