tetraspiro[2.0.2(4).5.2(12).0.2(15).5(3)]docosane | 1262777-93-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: tetraspiro[2.0.2(4).5.2(12).0.2(15).5(3)]docosane
• 英文别名: Tetraspiro[2.0.24.5.212.0.215.53]docosane；tetraspiro[2.0.24.5.212.0.215.53]docosane
• CAS: 1262777-93-4
• 化学式: C₂₂H₃₆
• 分子量: 300.528
• InChiKey: ADWLVLLIQOULSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,8-环十四二炔 在 二氯二茂锆 、 三乙基铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 生成 tetraspiro[2.0.2(4).5.2(12).0.2(15).5(3)]docosane
  参考文献：
  名称：

  A facile synthesis of spiro macrocarbocycles via the cycloalumination reaction of cyclic alkynes and alkadiynes

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2011.06.018

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。
• Synthesis and transformations of metallacycles 36. Cycloalumination of macrocyclic diacetylenes with Et3Al catalyzed by Cp2ZrCl2
  作者：V. A. D’yakonov、R. A. Tuktarova、T. V. Tyumkina、L. M. Khalilov、U. M. Dzhemilev

  DOI：10.1007/s11172-010-0331-9

  日期：2010.10

  Cycloalumination of macrocyclic diynes with Et3Al catalyzed by Cp2ZrCl2 resulted in unsaturated bi- and tricyclic mono- and dialuminacarbocycles in 76–91% yields.

  在 Cp2ZrCl2 催化下，用 Et3Al 对大环二炔进行环化氨化，可得到不饱和的双环和三环单铝和二铝碳环，产率为 76-91%。
• 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.