Regioselectivity in the Reaction of Ethyl Diethoxyphosphorylacetate with 1-Aryl-2-haloalkan-1-ones: Effective Synthesis of 4-Aryl-2-diethoxyphosphoryl-4-oxobutanoates

Abstract

The regioselectivity of the reaction of ethyl diethoxyphosphorylacetate with 1-aryl-2-haloalkan-1-ones has been investigated. It has been found that, depending on the nature of the halogen atom in 1-aryl-2-haloalkan-1-ones and the reaction conditions, alkylation or olefination products can be obtained with excellent or even full selectivity.

Key words

alkylations - Horner-Wadsworth-Emmons olefination - regioselectivity - ethyl diethoxyphosphorylacetate - α-haloketones

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11

Values for specific isomer were taken from the spectrum of the mixture of isomers.