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桉叶烷为二环型倍半萜,为探索其有否抗生育活性,作者以(+)-芋烯(1)为原料合成了2个新化合物2和3。反应步骤是:1经加成、消除和水解三步得(—)-香芹酮(4);再经锌粉在碱性条件下还原得(+)-二氢香芹酮(5);5以氢氧化四甲铵为相转移催化剂,巧甲基乙烯基酮(MVK)进行 Robinson 环合得6和7;6与 Wittig 试剂碘化甲基三苯
Eucalyptol is a bicyclic sesquiterpenoid. To explore whether it has anti-fertility activity, the authors synthesized two new compounds 2 and 3 from (+) - allyl ene (1). The reaction steps are as follows: (1) - (-) - carvone (4) is obtained after addition, elimination and hydrolysis; (+) - dihydrocarvone (5) is reduced by zinc powder under alkaline conditions; 5 Tetramethylammonium hydroxide as a phase transfer catalyst, clever methyl vinyl ketone (MVK) Robinson cyclization of 6 and 7; 6 and Wittig reagent methyl iodide iodide