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Unexpected Reactivity of Ethyl 2-(Diethylphosphono)Propionate Toward 2,2-Disubstituted-1,3-cyclopentanediones
Authors:R Aav  T Kanger  T Pehk  M Lopp
Institution:1. Department of Chemistry, Faculty of Science, Tallinn University of Technology, Estonia;2. National Institute of Chemical Physics and Biophysics, Estonia
Abstract:Abstract

A Horner-Wadsworth-Emmons reagent-ethyl 2-(diethylphosphono)propionate in the reaction with 2,2-disubstituted-1,3-cyclopentanediones, results in 4-oxohexanoic acid ethyl ester derivative up to 90% isolated yield. 31P-13C- and 1H-NMR study of the intermediates of the reaction involving the ethyl 2-(diethylphosphono)propionate was accomplished.
Keywords:Keywords 2  2-Disubstituted-cyclopentanedione  31P-13C- and 1H-NMR-study  γ - ketoester  phosphoryl-stabilized carbanion  retro-aldol cleavage
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