1-cyclohex-1-enyl-6-methylhept-6-en-4-yn-1-ol | 950206-00-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-cyclohex-1-enyl-6-methylhept-6-en-4-yn-1-ol
• CAS: 950206-00-5
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: JRLXSZQTYRGOPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-cyclohex-1-enyl-6-methylhept-6-en-4-yn-1-ol 在 甲基锂 、 苯乙醚 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 1.0h， 以45%的产率得到5-(propan-2-ylidene)-3,4,4a,5,7,8-hexahydro-1H-benzo[7]annulen-6(2H)-one
  参考文献：
  名称：

  Synthesis of Seven-Membered Carbocyclic Rings via a Microwave-Assisted Tandem Oxyanionic 5-exo dig Cyclization−Claisen Rearrangement Process

  摘要：

  Appropriately substituted 1-alkenyl-4-pentyn-l-ol systems, readily prepared from simple starting materials, serve as useful precursors to a number of substituted cyclohept-4-enone derivatives via a microwave-assisted tandem oxyanionic 5-exo cyclization/Claisen rearrangement sequence. The reactions involving terminally substituted 4-pentyn-1-ols were found to be highly stereoselective, with the a and beta groups in the final product showing a strong preference for the trans orientation.

  DOI：

  10.1021/jo0710432
• 作为产物：
  描述：

  6-methylhept-6-en-4-yn-1-ol 在 叔丁基锂 、 戴斯-马丁氧化剂 作用下， 以 乙醚 、 二氯甲烷 、 正戊烷 为溶剂， 反应 12.5h， 生成 1-cyclohex-1-enyl-6-methylhept-6-en-4-yn-1-ol
  参考文献：
  名称：

  Synthesis of Seven-Membered Carbocyclic Rings via a Microwave-Assisted Tandem Oxyanionic 5-exo dig Cyclization−Claisen Rearrangement Process

  摘要：

  Appropriately substituted 1-alkenyl-4-pentyn-l-ol systems, readily prepared from simple starting materials, serve as useful precursors to a number of substituted cyclohept-4-enone derivatives via a microwave-assisted tandem oxyanionic 5-exo cyclization/Claisen rearrangement sequence. The reactions involving terminally substituted 4-pentyn-1-ols were found to be highly stereoselective, with the a and beta groups in the final product showing a strong preference for the trans orientation.

  DOI：

  10.1021/jo0710432