1,3,7,8-tetramethyltricyclo<5.4.0.0^4,8>undecane-2,3-diol | 140848-12-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,7,8-tetramethyltricyclo<5.4.0.0^4,8>undecane-2,3-diol
• CAS: 140848-12-0
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: ZWDMHQUKWXLMSQ-LHKPTSKUSA-N

反应信息

• 作为产物：
  描述：

  1,3,7,8-tetramethyltricyclo<5.4.0.0^4,8>undec-2-ene 在 四氧化锇 作用下， 以 乙醚 为溶剂， 以45%的产率得到1,3,7,8-tetramethyltricyclo<5.4.0.0^4,8>undecane-2,3-diol
  参考文献：
  名称：

  Cyclization and Rearrangements of Farnesol and Nerolidol Stereoisomers in Superacids

  摘要：

  Acid-catalyzed cyclization of 2,3-trans- and 2,3-cis-farensol proceeds regioselectively and stereospecifically, yielding drimenol and epi-drimenol, respectively. The trans and cis isomers of nerolidol undergo carbo- and heterocyclization reactions. The trans isomer gives tricyclic caged hydrocarbons with new skeletal types, while the rearrangements of the cis isomer produce derivatives of 2-oxabicyclo-[4.4.0]decane. The ICAR computer program was used to derive reasonable mechanisms for the acid-catalyzed transformations of nerolidol, and the probability of the mechanisms was evaluated by the molecular mechanics method.

  DOI：

  10.1021/jo00085a044