Spiro[bicyclo[3.2.1]oct-2-ene-8,1'-cyclopropane] | 825613-42-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: Spiro[bicyclo[3.2.1]oct-2-ene-8,1'-cyclopropane]
• 英文别名: spiro[bicyclo[3.2.1]oct-2-ene-8,1'-cyclopropane]
• CAS: 825613-42-1
• 化学式: C₁₀H₁₄
• 分子量: 134.221
• InChiKey: XRZLJDOBSJJCTD-UHFFFAOYSA-N

物化性质

• 沸点：
  192.7±7.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  过氧化苯甲酸叔丁酯 、 Spiro[bicyclo[3.2.1]oct-2-ene-8,1'-cyclopropane] 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 2,2-bis[3-(S)-phenyl-oxazoline]propane 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 、 [(1R,2R,5R)-spiro[bicyclo[3.2.1]oct-3-ene-8,1'-cyclopropane]-2-yl] benzoate
  参考文献：
  名称：

  Asymmetric allylic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising–desymmetrising Kharasch–Sosnovsky reaction

  摘要：

  Enantioselective symmetrising-desymmetrising allylic oxidation of racemic bridged bicyclic alkenes using an asymmetric copper-catalysed Kharasch-Sosnovsky reaction has been explored. Good yields and reasonable levels of induction (up to 70% ee) have been obtained using carbocyclic systems as substrates. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.093
• 作为产物：
  描述：

  螺[2.4]庚-4,6-二烯 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 sodium 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 苯 为溶剂， 生成 Spiro[bicyclo[3.2.1]oct-2-ene-8,1'-cyclopropane]
  参考文献：
  名称：

  Asymmetric allylic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising–desymmetrising Kharasch–Sosnovsky reaction

  摘要：

  Enantioselective symmetrising-desymmetrising allylic oxidation of racemic bridged bicyclic alkenes using an asymmetric copper-catalysed Kharasch-Sosnovsky reaction has been explored. Good yields and reasonable levels of induction (up to 70% ee) have been obtained using carbocyclic systems as substrates. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.093

文献信息

• Asymmetric allylic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising–desymmetrising Kharasch–Sosnovsky reaction
  作者：J. Stephen Clark、Melanie-Rose Clarke、John Clough、Alexander J. Blake、Claire Wilson

  DOI：10.1016/j.tetlet.2004.10.093

  日期：2004.12

  Enantioselective symmetrising-desymmetrising allylic oxidation of racemic bridged bicyclic alkenes using an asymmetric copper-catalysed Kharasch-Sosnovsky reaction has been explored. Good yields and reasonable levels of induction (up to 70% ee) have been obtained using carbocyclic systems as substrates. (C) 2004 Elsevier Ltd. All rights reserved.