1-(methoxy-(E,Z)-methylidene)-2-(4-methoxy-3-(E,Z)-butenyl)cyclohexane | 138236-26-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(methoxy-(E,Z)-methylidene)-2-(4-methoxy-3-(E,Z)-butenyl)cyclohexane
• 英文别名: 1-(4-Methoxybut-3-EN-1-YL)-2-(methoxymethylidene)cyclohexane；1-(4-methoxybut-3-enyl)-2-(methoxymethylidene)cyclohexane
• CAS: 138236-26-7
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: CBKLHSWNFKVHCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-(methoxy-(E,Z)-methylidene)-2-(4-methoxy-3-(E,Z)-butenyl)cyclohexane 在 2,6-二甲基吡啶 、 lithium perchlorate 作用下， 以 乙腈 为溶剂， 生成 1H-茚,1,7a-二(二甲氧基甲基)八氢- 、 1H-茚,1,7a-二(二甲氧基甲基)八氢-
  参考文献：
  名称：

  Intramolecular anodic olefin coupling reactions: the use of bis enol ether substrates

  摘要：

  In an effort to develop electrochemical methods for directly initiating oxidative cyclization reactions, the anodic oxidation of bis enol ether substrates has been examined. The reactions were found to lead to the formation of five-, six-, and seven-membered-ring 1,4-dicarbonyl equivalents. The reactions were not found to be useful for generating larger ring sizes. Both alkyl and silyl enol ether substrates were found to be compatible with the conditions required for carbon-carbon bond formation. Cyclic voltammetry studies indicated that the cyclizations were fast and that the reactions happened at or near the electrode surface. Finally, the cyclization reactions were shown to be compatible with the formation of quaternary carbons, even when carbon-carbon bond formation involved the generation of two vicinal quaternary carbons.

  DOI：

  10.1021/ja00029a036
• 作为产物：
  描述：

  2-(3-oxopropyl)cyclohexanone 、 甲氧基甲基三苯基氯化膦 在 正丁基锂 作用下， 生成 1-(methoxy-(E,Z)-methylidene)-2-(4-methoxy-3-(E,Z)-butenyl)cyclohexane
  参考文献：
  名称：

  Intramolecular anodic olefin coupling reactions: the use of bis enol ether substrates

  摘要：

  In an effort to develop electrochemical methods for directly initiating oxidative cyclization reactions, the anodic oxidation of bis enol ether substrates has been examined. The reactions were found to lead to the formation of five-, six-, and seven-membered-ring 1,4-dicarbonyl equivalents. The reactions were not found to be useful for generating larger ring sizes. Both alkyl and silyl enol ether substrates were found to be compatible with the conditions required for carbon-carbon bond formation. Cyclic voltammetry studies indicated that the cyclizations were fast and that the reactions happened at or near the electrode surface. Finally, the cyclization reactions were shown to be compatible with the formation of quaternary carbons, even when carbon-carbon bond formation involved the generation of two vicinal quaternary carbons.

  DOI：

  10.1021/ja00029a036

文献信息

• Intramolecular anodic olefin coupling reactions: the use of bis enol ether substrates
  作者：Kevin D. Moeller、Luzviminda V. Tinao

  DOI：10.1021/ja00029a036

  日期：1992.1

  In an effort to develop electrochemical methods for directly initiating oxidative cyclization reactions, the anodic oxidation of bis enol ether substrates has been examined. The reactions were found to lead to the formation of five-, six-, and seven-membered-ring 1,4-dicarbonyl equivalents. The reactions were not found to be useful for generating larger ring sizes. Both alkyl and silyl enol ether substrates were found to be compatible with the conditions required for carbon-carbon bond formation. Cyclic voltammetry studies indicated that the cyclizations were fast and that the reactions happened at or near the electrode surface. Finally, the cyclization reactions were shown to be compatible with the formation of quaternary carbons, even when carbon-carbon bond formation involved the generation of two vicinal quaternary carbons.