Preparation of 1-methoxycarbonyl-1-t-butyldimethylsilyloxy epoxides. Their transformation into 3-hydroxy 2-acetal-esters and certain 3-hydroxy 2-keto-esters

Article abstract of DOI:10.1016/S0040-4039(00)91643-5

The peracid oxidation of methyl 2-(t-butyldimethylsilyloxy)-2-alkenoates 2 furnished the corresponding epoxides 3 in good yields. The regiospecific opening of the latter compounds with methanol afforded 3-hydroxy 2-acetal-esters 4. When alkyl disubstitute