(+/-)-1-(1-ethylbuta-1,2-dienyl)cyclohexene | 304904-73-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (+/-)-1-(1-ethylbuta-1,2-dienyl)cyclohexene
• CAS: 304904-73-2
• 化学式: C₁₂H₁₈
• 分子量: 162.275
• InChiKey: IMEBHOVEMMRSIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  马来酸酐 、 (+/-)-1-(1-ethylbuta-1,2-dienyl)cyclohexene 以 甲苯 为溶剂， 反应 24.0h， 以90%的产率得到(3aR,9aS,9bR)-5-Ethyl-4-eth-(Z)-ylidene-3a,4,6,7,8,9,9a,9b-octahydro-naphtho[1,2-c]furan-1,3-dione
  参考文献：
  名称：

  Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes

  摘要：

  The Lewis acid-mediated, hetero Diels-Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01140-0
• 作为产物：
  描述：

  cyclohexenylethynyllithium 在 正丁基锂 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 (+/-)-1-(1-ethylbuta-1,2-dienyl)cyclohexene
  参考文献：
  名称：

  通过路易斯酸催化的乙烯基丙二烯和亚胺的合成八氢喹啉。

  摘要：

  已经研究了路易斯酸催化下乙烯基丙二烯与亚胺的反应。分子的烯丙基部分被三或四取代的乙烯基烯丙基化合物，与亚胺与烯丙基烯的烯键反应形成的次要化合物一起，作为单一异构体得到了八氢喹啉衍生物。烯丙基被1，3-二取代的化合物在测定的条件下不反应。

  DOI：

  10.1021/jo034480z

文献信息

• Hetero Diels−Alder Reaction of Vinyl Allenes and Aldehydes. An Experimental and Computational Study
  作者：David Regás、Juan M. Ruiz、María M. Afonso、J. Antonio Palenzuela

  DOI：10.1021/jo061582r

  日期：2006.11.1

  The hetero Diels−Alder reaction of vinyl allenes and aldehydes in the presence of a Lewis acid has been studied both experimentally and theoretically. Differently substituted vinyl allenes and aldehydes were used to obtain information on the structural requirements of the reaction. Theoretical calculations using the density functional theory indicate that the reaction proceeds through a highly asynchronous

  已经在实验和理论上研究了乙烯基丙二烯和醛在路易斯酸存在下的杂Diels-Alder反应。使用不同取代的乙烯基丙二烯和醛来获得有关反应的结构要求的信息。使用密度泛函理论的理论计算表明，反应是通过高度异步的极性过渡态进行的。
• Synthesis of Octahydroquinolines through the Lewis Acid Catalyzed Reaction of Vinyl Allenes and Imines
  作者：David Regás、María M. Afonso、Matías L. Rodríguez、J. Antonio Palenzuela

  DOI：10.1021/jo034480z

  日期：2003.10.1

  The reaction of vinyl allenes with imines under Lewis acid catalysis has been explored. Vinyl allenes in which the allenic portion of the molecule is tri- or tetrasubstituted gave octahydroquinoline derivatives as single isomers together with a minor compound formed by an ene reaction of the imine with the allene. Compounds in which the allene is 1,3-disubstituted do not react under the conditions

  已经研究了路易斯酸催化下乙烯基丙二烯与亚胺的反应。分子的烯丙基部分被三或四取代的乙烯基烯丙基化合物，与亚胺与烯丙基烯的烯键反应形成的次要化合物一起，作为单一异构体得到了八氢喹啉衍生物。烯丙基被1，3-二取代的化合物在测定的条件下不反应。
• Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes
  作者：David Regás、Marı́a M Afonso、Antonio Galindo、J.Antonio Palenzuela

  DOI：10.1016/s0040-4039(00)01140-0

  日期：2000.8

  The Lewis acid-mediated, hetero Diels-Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system. (C) 2000 Elsevier Science Ltd. All rights reserved.