6-Cyclohexyl-hex-5-yn-1-ol | 195535-09-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Cyclohexyl-hex-5-yn-1-ol
• 英文别名: 6-Cyclohexylhex-5-yn-1-ol
• CAS: 195535-09-2
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: JJLPIARTWMIZOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  6-Cyclohexyl-hex-5-yn-1-ol 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到6-Cyclohexylhex-5-ynoic acid
  参考文献：
  名称：

  Sequential Cyclization/Silylation of Dienynes Catalyzed by an Organoyttrium Complex

  摘要：

  The organoyttrium complex Cp*2YCH3. THF (Cp* = C5Me5) has been shown to be an effective precatalyst for the selective sequential cyclization/silylation of dienynes. The catalyst's ability to insert the alkyne in preference to the alkenes in a regioselective manner, combined with the high diastereoselectivity of the intramolecular insertion process, leads to bicyclo[3.3.0]octane products in high yield. The stereochemistry of the exocyclic olefin, the ring fusion, and the ring substituents are all controlled in the reaction. The cyclization of dienynes thus affords silylated carbobicyclics with high diastereoselectivities in excellent yields.

  DOI：

  10.1021/jo980521t
• 作为产物：
  描述：

  tert-butyl-(6-cyclohexylhex-5-ynyloxy)dimethylsilane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到6-Cyclohexyl-hex-5-yn-1-ol
  参考文献：
  名称：

  Sequential Cyclization/Silylation of Enynes Catalyzed by an Organoyttrium Complex

  摘要：

  The organoyttrium complex Cp*2YCH3.THF (Cp* = C5Me5) has been shown to be an effective precatalyst for the selective sequential cyclization/silylation of 1,6- and 1,7-enynes.. The catalyst's ability to insert the alkyne in preference to the alkene in a regioselective manner, combined with the high diastereoselectivity of the insertion process, yields a product with only one stereochemistry about the exocyclic olefin. The reaction proceeds under extremely mild conditions with short reaction times. Cyclization of enynes functionalized in the allylic position affords silylated carbocycles with high diastereoselectivities and excellent yields.

  DOI：

  10.1021/ja971538g

文献信息

• Ni-Catalyzed Divergent Cyclization/Carboxylation of Unactivated Primary and Secondary Alkyl Halides with CO₂
  作者：Xueqiang Wang、Yu Liu、Ruben Martin

  DOI：10.1021/jacs.5b03340

  日期：2015.5.27

  A user-friendly Ni-catalyzed reductive cyclization/carboxylation of unactivated alkyl halides with. CO2 is described: The protocol operates under mild conditions with, an excellent chemoselectivity profile and a divergent syn/anti selectivity pattern that can be easily modulated by the Substrate utilized.