| 摘要 |
PURPOSE:To obtain the subject substance in high yield by reacting 1-acetoxy-2- propyne with acetic anhydride in the presence of a mercury(II) salt catalyst and then reacting the resultant 1,2-diacetoxy-2-propene with hypochlorous acid. CONSTITUTION:A compound expressed by formula I is reacted with acetic anhydride in the presence of a mercury(II) salt [e.g. mercury(II) acetate] as a catalyst to provide a compound expressed by formula II, which is then reacted with hypochlorous acid under acidic conditions to afford a compound expressed by formula III. The step in the former stage is preferably carried out at ambient temperature using the acetic anhydride as a solvent and a Lewis acid, such as BF3-ether complex, in an amount of 1.0-2.0 equiv. based on the mercury(II) salt preferably coexists in order to further improve the yield. The hypochlorous acid is generated from H2N-CONHCl-acetic acid, etc., or from sodium hypochlorite, etc., and an acid for use. The compound expressed by formula III is used as an antitumor agent or for synthesizing the skeleton of cephalosporins, etc. |
