4-methylenespiro[2.11]tetradecane | 141422-57-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 4-methylenespiro[2.11]tetradecane
• 英文别名: 4-methylidenespiro[2.11]tetradecane；4-Methylidenespiro[2.11]tetradecane；14-methylidenespiro[2.11]tetradecane
• CAS: 141422-57-3
• 化学式: C₁₅H₂₆
• 分子量: 206.371
• InChiKey: IQVGCRMAOXMJGK-UHFFFAOYSA-N

物化性质

• 沸点：
  295.6±7.0 °C(Predicted)
• 密度：
  0.88±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  4-methylenespiro[2.11]tetradecane 以68%的产率得到bicyclo<10.3.0>pentadec-1(12)-ene
  参考文献：
  名称：

  关于双环[m.3.0]桥接烯烃的构建：螺环乙烯基环丙烷的热重排

  摘要：

  提出了将螺环乙烯基环丙烷轻松转变为标题的桥连烯烃的方法。该方法在合成具有多种性质的天然产物碳构架中具有应用，例如前capnelladidiene和muscone的构架。

  DOI：

  10.1016/s0040-4039(00)91696-4
• 作为产物：
  描述：

  环十二酮 生成 4-methylenespiro[2.11]tetradecane
  参考文献：
  名称：

  关于双环[m.3.0]桥接烯烃的构建：螺环乙烯基环丙烷的热重排

  摘要：

  提出了将螺环乙烯基环丙烷轻松转变为标题的桥连烯烃的方法。该方法在合成具有多种性质的天然产物碳构架中具有应用，例如前capnelladidiene和muscone的构架。

  DOI：

  10.1016/s0040-4039(00)91696-4

文献信息

• One-pot synthesis of small spirocarbocycles through the catalytic cyclometalation reactions of unsaturated compounds
  作者：Vladimir Anatolievich Dyakonov、Regina Adikovna Tuktarova、Olga Alexandrovna Trapeznikova、Leonard Mukhibovich Khalilov、Natal’ya Romanovna Popod’ko

  DOI：10.3998/ark.5550190.0012.802

  日期：——

  The mild and efficient one-pot methods to synthesize substituted spirocyclopropanes and spirocyclobutanes are reported. The elaborated procedures based on consecutive cycloalumination of methylenecyclopropanes, methylenecyclobutanes or cycloalkynes assisted by alkyl aluminums and Cp2ZrCl2 as a catalyst provide the formation of target products through Pd catalyzed carbocyclization of the aluminacyclopentane

  报道了合成取代的螺环丙烷和螺环丁烷的温和高效的一锅法。基于由烷基铝和 Cp2ZrCl2 作为催化剂辅助的亚甲基环丙烷、亚甲基环丁烷或环炔烃的连续环铝化的详细程序提供通过 Pd 催化的氧化铝环戊烷和氧化铝环戊烯中间体与 Me2SO4 或烯丙基氯的碳环化形成目标产物。
• A facile synthesis of spiro macrocarbocycles via the cycloalumination reaction of cyclic alkynes and alkadiynes
  作者：Vladimir A. D’yakonov、Regina A. Tuktarova、Leonard M. Khalilov、Usein M. Dzhemilev

  DOI：10.1016/j.tetlet.2011.06.018

  日期：2011.9

  Zirconium-catalyzed cycloalumination of cycloalkadiynes assisted by Et3Al, subsequent treatment of the in situ generated tricyclic dialuminum compounds with BrCH2OMe and finally cyclopropanation of the obtained dispiro cyclopropyl dimethylene macrocarbocycles with Et3Al-CH2I2 represents an efficient one-pot synthetic approach to prepare di- and tetraspiro cyclopropane-containing macrocarbocycles in very high yields. (C) 2011 Elsevier Ltd. All rights reserved.
• Cycloalumination of cycloalkynes with triethylaluminum catalyzed by zirconium complexes
  作者：V. A. D’yakonov、L. F. Galimova、T. V. Tyumkina、U. M. Dzhemilev

  DOI：10.1134/s1070428012010010

  日期：2012.1

  Cycloalumination of cycloalkynes with triethylaluminum in the presence of zirconium complexes was performed for the first time, and new bicyclic aluminacyclopentenes were obtained in 74-94% yield.
• On the Construction of Bicyclo [m.3.0] Bridged Alkenes: Thermal Rearrangement of Spirocyclic Vinylcyclopropanes
  作者：H.R. Sonawane、B.S. Nanjundiah、G.M. Nazeruddin

  DOI：10.1016/s0040-4039(00)91696-4

  日期：1992.3

  A facile transformation of spirocyclic vinylcyclopropanes to titled bridged-alkenes is presented; this approach finds an application in the synthesis of natural product carbon framework of diverse nature such as that of precapnelladiene and muscone.

  提出了将螺环乙烯基环丙烷轻松转变为标题的桥连烯烃的方法。该方法在合成具有多种性质的天然产物碳构架中具有应用，例如前capnelladidiene和muscone的构架。