Patent ID: 8236853

Claim:
A method of generating stereospecific heterocyclic compounds, comprising the step of: providing a cyclic dienic derivative, wherein the cyclic dienic derivative is a meso diacetate; desymmetrizing the cyclic dienic derivative with a stereospecific lipase to generate an asymmetric monoacetate, wherein the stereospecific lipase is obtained from Pseudomonas cepacia; generating a substituted cis diol from the asymmetric monoacetate, further comprising: converting the asymmetric monoacetate to a ketone; treating the ketone with an alkyl lithium, wherein the alkyl is substituted to the ketone thereby forming the substituted cis diol; generating a substituted asymmetric monoacetate from the substituted cis diol, further comprising: generating a monoacetate from the substituted cis diol using acetic anhydride; reacting the monoacetate with a palladium (0) catalyst and an alkyl or alkene to generate a substituted alcohol; treating the substituted alcohol with acetate anhydride to generate the substituted asymmetric monoacetate; and intramolecular cyclizing the asymmetric monoacetate using a palladium (0) catalyst in the presence of a base to form a stereospecific heterocyclic compound.