HALOACETYLATED ENOL ETHERS .3. SYNTHESIS OF ,4,5,6,7-HEXAHYDRO-3-HALOMETHY[2,1]BENZOISOXAZOLES

The investigation of the halomethyl group effect on the regiochemistry of the reaction of 2-acetylcyclo-hexanones 1a-d and beta-methoxyvinyl trifluoro methyl ketone derivative 2a with hydroxylamine to afford 3, 3 a,4,5,6,7-hexahydro-3-halomethyl-3-hydroxy[2,1] benzoisoxazoles 3a-c , and the respective dehydrated compounds 4a-c, is reported. Compounds 1a-c, 2a proved to be versatile building blocks for the regiospecific synthesis of isoxazole derivatives having a 3-halomethyl substituent, in good yields.