2-cyclohexyl-hex-5-enal | 861818-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 2-cyclohexyl-hex-5-enal
• 英文别名: 2-Cyclohexylhex-5-enal
• CAS: 861818-52-2
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: BBCKGMSEMXXZML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-cyclohexyl-hex-5-enal 、 丙烯酸甲酯（MA） 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以85%的产率得到6-cyclohexyl-7-oxo-hept-2-enoic acid methyl ester
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121
• 作为产物：
  描述：

  在 potassium hydride 作用下， 以 1,4-二氧六环 为溶剂， 以0.55 g的产率得到2-cyclohexyl-hex-5-enal
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121