7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-yn-1-ol | 211820-32-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-yn-1-ol
• 英文别名: 7-Cyclohexyl-3-ethenyl-2,2-dimethylhept-6-yn-1-ol
• CAS: 211820-32-5
• 化学式: C₁₇H₂₈O
• 分子量: 248.409
• InChiKey: VXJSHBUFLVVYPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 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：

  7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-yn-1-ol 在 三氧化硫吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-ynal
  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：

  7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-ynoic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到7-Cyclohexyl-2,2-dimethyl-3-vinyl-hept-6-yn-1-ol
  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