2,3,4,4-Tetrachloro-8-oxa-bicyclo[3.2.1]oct-2-ene | 825613-28-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2,3,4,4-Tetrachloro-8-oxa-bicyclo[3.2.1]oct-2-ene
• 英文别名: 2,3,4,4-Tetrachloro-8-oxabicyclo[3.2.1]oct-2-ene；2,3,4,4-tetrachloro-8-oxabicyclo[3.2.1]oct-2-ene
• CAS: 825613-28-3
• 化学式: C₇H₆Cl₄O
• 分子量: 247.936
• InChiKey: FZZXHRTUPQGIIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3,4,4-Tetrachloro-8-oxa-bicyclo[3.2.1]oct-2-ene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以32%的产率得到3-Chloro-8-oxa-bicyclo[3.2.1]oct-2-ene
  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：

  2,3,4,4-tetrachloro-8-oxa-bicyclo[3.2.1]octa-2,6-diene 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以91%的产率得到2,3,4,4-Tetrachloro-8-oxa-bicyclo[3.2.1]oct-2-ene
  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.