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五环[5.4.0.02,6.03,10.05,9]十一烷-内-8-醇是合成抗流感病毒医药、抗发炎药物、高能量燃料和燃料添加剂的关键中间体,本研究以环戊二烯和对苯醌为起始原料,经过Diels-Alder、光环化、羰基保护、氢化铝锂还原、水解、黄鸣龙还原等6步反应合成五环[5.4.0.02,6.03,10.05,9]十一烷-内-8-醇,总产率达44.9%.本方法操作简便,分离纯化容易,成本低廉,收率高,为五环[5.4.0.02,6.03,10.05,9]十一烷-内-8-醇的规模化合成奠定了基础.
Pentacyclo [5.4.0.02,6.03,10.05,9] undecane-endo-8-ol is a key intermediate for the synthesis of anti-influenza virus medicine, anti-inflammatory drugs, high-energy fuels and fuel additives. Ene and p-benzoquinone as raw materials, five rings [5.4.0.02,6.03,10.05,9] eleven were synthesized by Diels-Alder reaction, photocymerization, carbonyl protection, lithium aluminum hydride reduction, Alkane-endo-8-ol, the total yield reached 44.9%. The method is simple, easy to separate and purify, low in cost and high in yield. It is pentacyclo [5.4.0.02,6.03,10.05,9] undecane- -8-ol scale laid the foundation for the synthesis.