Canadian Journal of Chemistry

Synthetic application of cyclobutanes V. α-Carbalkoxymethylation of α, β-unsaturated ketones

HJ Liu, PCL Yao

Index: Liu,H.-J.; Yao,C.-L. Canadian Journal of Chemistry, 1977 , vol. 55, p. 822 - 830

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Citation Number: 8

Abstract

Two general methods for α-carbalkoxymethylation of both enolizable and nonenolizable (towards the γ-position) α, β-unsaturated ketones have been developed. Method A involves three synthetic steps: photocycloaddition of the starting enone to 1, 1-dimethoxyethylene, hydrolysis-oxidation of the adduct with acetic acid and 30% hydrogen peroxide, and O- alkylation of the resulting mixture of lactone and acid using anhydrous potassium ...