di(anti,endo-tricyclo[6.2.1.0(2,7)]undec-9-en-11-yl) | 1096709-26-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: di(anti,endo-tricyclo[6.2.1.0(2,7)]undec-9-en-11-yl)
• CAS: 1096709-26-0
• 化学式: C₂₂H₃₀O
• 分子量: 310.48
• InChiKey: WQXOYWKQIZPFAI-LBGCKWRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (1'R,2r,4'S,4a'S,8a'R)-5-methoxy-5-methyl-1',4',4a',5',6',7',8',8a'-octahydro-5H-spiro[[1,3,4]oxadiazole-2,9'-[1,4]methanonaphthalene] 以 乙酸乙酯 为溶剂， 以6%的产率得到di(anti,endo-tricyclo[6.2.1.0(2,7)]undec-9-en-11-yl)
  参考文献：
  名称：

  Stepwise insertion of carbenes into C–H bonds: the case of foiled carbenes

  摘要：

  The reactivity of stabilized-nucleophilic carbene tricyclo[6.2.1.0(2.7)[undec-9-en-11-ylidene (9) toward C-H insertions has been investigated. It is shown that 9 can only insert into acidic C-H bonds, for example, in malononitrile. In this case, evidence for a stepwise process has been obtained. Protonation of the carbene leads to an ion pair composed of a carbocation and a carbanion, which subsequently reacts and gives rise to the formal insertion product anti 10. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.063