PREPARATION OF CLAVULONE DERIVATIVE

摘要

PURPOSE:To obtain the titled compound useful as a carcinostatic or an anti-inflammatory agent streoselectively in high yield, by acrylating a novel intermediage derived from cyclopentenone. CONSTITUTION:A novel compound shown by the formula I (R<1> and R<2> are lower alkyl) is acrylated to give the aimed clabulone derivative shown by the formula II(R<3> is lower alkyl). The compound shown by the formula II is obtained by acrylating a novel compound shown by the formula III, followed by dehydrating the resultant compound. The novel compound shown by the formula III can be obtained by reacting a compound shown by the formula V derived from a compound shown by the formula IV (R<5> is protecting group) with a compound shown by the formula VII derived from a compound shown by the formula VI, and it is dehydrated to give the compound shown by the formula I. The use of the optical active compounds shown by the formula IV and VI as raw materials advances the reaction streoselectively, to give the aimed compound in high yield streoselectively.