Synthesis and molecular desighn of biological active aromadendrane type of sesquiterpenes

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1.Improved synthesis of 2-carbomethoxycyclohept-2-en-1-onIt was clearly found that a high dilution method was not necessary for synthesis of the title compound as reported previously.2.Synthesis of 8,8-dimethylbicyclo [5.1.0] octanes from 8,8-dibromobicyclo [5.1.0] octanes Higher order organocuprate Prepared from commercially avialable methyl lithium and cuprous cyanide was very effective for the synthesis of title compound.3.One-pot unsymmetrical double substitution of 8,8-dibromobicyclo [5.1.0] octane and its stereochemistryA differential substitution reaction of dibromocyclopropane in one-pot using higher order organocuprate-allyl bromide gave a desired product in a moderate chemical yield and stereo-selectivity. Its stereochemistry was deduced by the reaction mechanism and by chemical means.4.Synthesis 8,8-dimethylbicyclo [5.1.0] octenoneReaction of 8,8-dimethylbicyclo [5.1.0] octanone with phenylselenyl chloride followed by oxidation with hydrogene peroxide gave octenone derivative in a good yield.