endo-1,4,4a,9a-tetrahydro-1,4-methanofluorene-4a,9a-dicarboxylic anhydride | 141861-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: endo-1,4,4a,9a-tetrahydro-1,4-methanofluorene-4a,9a-dicarboxylic anhydride
• CAS: 141861-28-1
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: KNTRWPKFVPYDDB-IRHXVLAXSA-N

反应信息

• 作为反应物：
  描述：

  endo-1,4,4a,9a-tetrahydro-1,4-methanofluorene-4a,9a-dicarboxylic anhydride 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 endo-2,10-bis(hydroxymethyl)tetracyclo<9.2.1.0^2,10.0^3,8>tetradeca-3,5,7,12-teraene
  参考文献：
  名称：

  碳碳键的还原裂解。通往与紫杉烷有关的八元环的捷径

  摘要：

  体现在应变多环系统2,7,10中的1,4-二甲磺酸酯经历了容易的还原性CC键裂解，形成桥连的八元环4、8、11 ，而应变较小的14则生成的产物15减少。

  DOI：

  10.1016/s0040-4039(00)74212-2
• 作为产物：
  描述：

  Inden-dicarbonsaeure-(1.2)-anhydrid 、 环戊二烯 以 甲苯 为溶剂， 反应 5.0h， 以78%的产率得到endo-1,4,4a,9a-tetrahydro-1,4-methanofluorene-4a,9a-dicarboxylic anhydride
  参考文献：
  名称：

  Saha, Goutam; Karpha, Atashi; Roy, Supti Saha, Journal of the Chemical Society. Perkin transactions I, 1992, # 13, p. 1587 - 1592

  摘要：

  DOI：

文献信息

• Ghosh, Subrata; Sarkar, Subrata; Saha, Goutam, Journal of the Chemical Society. Perkin transactions I, 1993, # 19, p. 2281 - 2286
  作者：Ghosh, Subrata、Sarkar, Subrata、Saha, Goutam

  DOI：——

  日期：——
• Strain assisted carbon-carbon bond cleavage via carbon centred radical. A facile route to bridged eight membered rings
  作者：Subrata Sarkar、Subrata Ghosh

  DOI：10.1016/s0040-4039(00)60501-4

  日期：1993.4

  Tributyltin hydride reaction of the tricyclo[5.2.1.0(2, 6)]decenes 3, 11, 15 bearing the 1,4-halo carbonyl system has been shown to involve C-C bond cleavage as the major reaction path leading to bridged eight membered rings in contrast to reduction of the carbon-halogen bond in 7.
• Carbon-carbon bond cleavage via carbon centred radical in strained tricyclo[5.2.1.02,6]decenes. A facile route to bridged eight membered rings related to taxanes
  作者：Subrata Sarkar、Subrata Ghosh

  DOI：10.1016/s0040-4020(01)80806-1

  日期：1994.1

  Tributyltin hydride reaction of the tricyclo[5.2.1.0(2,6)]decenes 5, 16 and 23 bearing a halo-carbonyl moiety has been shown to involve C-C bond cleavage as the major reaction path leading to bridged eight-membered rings 12, 17 and 24. In contrast the halo-carbonyl derivatives 8, 33 and 36 undergo only reduction of the carbon-halogen bond. The ring cleavage observed has been attributed to the release of strain arising from nonbonded interaction as well as strain associated with norbornene.