ethyl (2E,4E,6E)-10-(1,4-naphthoquinon-2-yl)-2,4,6-decatrienoate | 159750-88-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl (2E,4E,6E)-10-(1,4-naphthoquinon-2-yl)-2,4,6-decatrienoate
• 英文别名: ethyl (2E,4E,6E)-10-(1,4-dioxonaphthalen-2-yl)deca-2,4,6-trienoate
• CAS: 159750-88-6
• 化学式: C₂₂H₂₂O₄
• 分子量: 350.414
• InChiKey: BJGNJZDAJJLGCK-YSBKYMEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  呋喃 、 ethyl (2E,4E,6E)-10-(1,4-naphthoquinon-2-yl)-2,4,6-decatrienoate 、 三氟甲烷磺酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 、 四甲基乙二胺 、 四甲基溴化铵 作用下， 生成 ethyl (E)-(5α,6α,8aβ)-3-(5-(2-furyl)-5-methoxy-1,2,3,5,6,8a-hexahydroazulen-6-yl)propenoate
  参考文献：
  名称：

  Effect of Alkene Substituents on Molybdenum and Chromium Carbene Complex Mediated Cyclization Reactions

  摘要：

  Numerous aryl and alkenyl chromium and molybdenum carbene complexes are prepared, and their reactions with trienyne 2 are examined. With chromium as the metal, insertion of carbon monoxide occurs leading to the formation of hydroquinones. When carbene complexes of molybdenum are employed, the product distribution is highly dependent on the alkyl substituent of the carbene complex. Aryl substituted molybdenum carbene complexes produce hexahydroazulenes while alkenyl substituted molybdenum carbene complexes generate hydroquinones or cyclopentadiene derivatives. The mechanisms of these reactions with respect to the partitioning between the different reaction pathways is discussed.

  DOI：

  10.1021/ja00094a030
• 作为产物：
  描述：

  (2E,4E)-2,4-decadien-9-yn-1-al 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 24.33h， 生成 ethyl (2E,4E,6E)-10-(1,4-naphthoquinon-2-yl)-2,4,6-decatrienoate
  参考文献：
  名称：

  Effect of Alkene Substituents on Molybdenum and Chromium Carbene Complex Mediated Cyclization Reactions

  摘要：

  Numerous aryl and alkenyl chromium and molybdenum carbene complexes are prepared, and their reactions with trienyne 2 are examined. With chromium as the metal, insertion of carbon monoxide occurs leading to the formation of hydroquinones. When carbene complexes of molybdenum are employed, the product distribution is highly dependent on the alkyl substituent of the carbene complex. Aryl substituted molybdenum carbene complexes produce hexahydroazulenes while alkenyl substituted molybdenum carbene complexes generate hydroquinones or cyclopentadiene derivatives. The mechanisms of these reactions with respect to the partitioning between the different reaction pathways is discussed.

  DOI：

  10.1021/ja00094a030

文献信息

• Effect of Alkene Substituents on Molybdenum and Chromium Carbene Complex Mediated Cyclization Reactions
  作者：Daniel F. Harvey、Ellen M. Grenzer、Peter K. Gantzel

  DOI：10.1021/ja00094a030

  日期：1994.7

  Numerous aryl and alkenyl chromium and molybdenum carbene complexes are prepared, and their reactions with trienyne 2 are examined. With chromium as the metal, insertion of carbon monoxide occurs leading to the formation of hydroquinones. When carbene complexes of molybdenum are employed, the product distribution is highly dependent on the alkyl substituent of the carbene complex. Aryl substituted molybdenum carbene complexes produce hexahydroazulenes while alkenyl substituted molybdenum carbene complexes generate hydroquinones or cyclopentadiene derivatives. The mechanisms of these reactions with respect to the partitioning between the different reaction pathways is discussed.