(E)-ethyl 2-cyano-5,9-dimethyl-2-phenyldeca-4,8-dienoate | 1310544-01-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-ethyl 2-cyano-5,9-dimethyl-2-phenyldeca-4,8-dienoate
• CAS: 1310544-01-4
• 化学式: C₂₁H₂₇NO₂
• 分子量: 325.451
• InChiKey: NWUIDYSVMMCPDX-NBVRZTHBSA-N

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 2-cyano-5,9-dimethyl-2-phenyldeca-4,8-dienoate 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 硝基甲烷 为溶剂， 反应 4.0h， 生成 4a,10a-(trans)-ethyl 9-cyano-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-9-carboxylate 、 4a,10a-(trans)-ethyl 9-cyano-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-9-carboxylate
  参考文献：
  名称：

  Biomimetic Cationic Polyannulation Reaction Catalyzed by Bi(OTf)₃: Cyclization of 1,6-Dienes, 1,6,10-Trienes, and Aryl Polyenes

  摘要：

  Nonactivated trienes and aryltrienes were cyclized into polycyclic compounds in good to excellent yields under bismuth triflate catalysis in a biomimetic fashion. The reaction showed broad applicability and allowed for the formation of functionalized bicyclic to tetracyclic structures from simple precursors in one pot. For some specific substrates, the cyclization was followed by a methyl shift as encountered in terpenoid biosynthesis.

  DOI：

  10.1021/ol201028f