Chloromethyl derivatives of 3-furyl-3-(diethoxyphosphoryl)acrylic acids

Resumo

Methoxymetyl derivatives of furoylphosphonates react with ethoxymethylenetriphenylphosphoranes to give phosphorylated (methoxymethylfuryl)acrylates. The reaction proceeds stereoselectively: phosphoryl and ester groups at the double bond are always trans-located. Treatment with dichloromethylmethyl ether and catalytic amount of zinc chloride converts the methoxymethyl group in the synthesized compounds into chloromethyl one. The ester group and the double bond are inert under these conditions.