(E)-5-(2-Phenylethyl)-2,6-heptadien-1-ol | 159428-73-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-(2-Phenylethyl)-2,6-heptadien-1-ol
• 英文别名: (2E)-5-(2-phenylethyl)hepta-2,6-dien-1-ol
• CAS: 159428-73-6
• 化学式: C₁₅H₂₀O
• 分子量: 216.323
• InChiKey: JZMJDHNXCNNLHY-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-5-(2-Phenylethyl)-2,6-heptadien-1-ol 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 正丁基锂 、 草酰氯 、 双氧水 、 sodium hydride 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.42h， 生成 (2E,7E)-1-(Benzyloxy)-5-(2-phenylethyl)-2,7,9-decatriene
  参考文献：
  名称：

  Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations

  摘要：

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.

  DOI：

  10.1021/jo00102a016
• 作为产物：
  描述：

  Ethyl (E)-5-(2-phenylethyl)-2,6-heptadienoate 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 (E)-5-(2-Phenylethyl)-2,6-heptadien-1-ol
  参考文献：
  名称：

  Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations

  摘要：

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.

  DOI：

  10.1021/jo00102a016

文献信息

• Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations
  作者：James M. Takacs、Young-Chan Myoung、Lawrence G. Anderson

  DOI：10.1021/jo00102a016

  日期：1994.11

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.