| 摘要 |
<p>A method for preparing an optically active cyclopentenone is provided to obtain the cyclopentenone having a wider range of the ester functional group selection by introducing an R1 group causing higher crystallinity of a stereoselective cyclopentenone (R)-1. The method for preparing a compound represented by the formula(1), which has at least 95% of optical purity of an (R)-enantiomer, comprises the steps of: (a) stereoselectively (R)-esterifying the compound of the formula(1) having acyl donor and a racemic alcohol mixture of a first lipase to obtain (R)-ester and non-reacted (S)-alcohol; (b) removing the non-reacted (S)-alcohol by reacting the non-reacted (S)-alcohol with acyl donor in the presence of dialkylazodicarboxylate and triarylphosphine to convert the (S)-alcohol into (R)-ester; and (c) deacylating the (R)-ester in the presence of R1OH with a catalyst of a second lipase or in the presence of R1OH. In the formula(1), R1 is C1-10 alkyl, benzyl, naphthyl, or phenyl, each of which is non-substituted or substituted with at least one substituent selected from the group consisting of halogen, alkyl, aryl, alkoxyl, aryloxyl, thioalkoxyl, thioaryloxy, alkylamino, arylamino and cyano or at least one heterocyclic selected from the group consisting of pyridinyl, furanyl, imidazolyl, morpholinyl, oxazolinyl, piperidinyl, piperazinyl, tetrahydropyranyl, pyrrolidinyl and pyrrolidinonyl.</p> |
