3-(pent-4-ynyl)-4-vinylidenecyclohexanone monoethylene ketal | 1037667-95-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(pent-4-ynyl)-4-vinylidenecyclohexanone monoethylene ketal
• CAS: 1037667-95-0
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: ASOKWRMJWUDLJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(pent-4-ynyl)-4-vinylidenecyclohexanone monoethylene ketal 、 一氧化碳 在 di(rhodium)tetracarbonyl dichloride 作用下， 以 甲苯 为溶剂， 60.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以27%的产率得到(10aZ)-5,6,6a,7,9,10-hexahydrobenzo[e]azulene-2,8(1H,4H)-dione 8-monoethylene ketal
  参考文献：
  名称：

  A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction

  摘要：

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

  DOI：

  10.1021/jo8007258
• 作为产物：
  描述：

  3-(5-(三甲基甲硅烷基)戊-4-炔基)-4-亚乙烯基环己酮单乙烯缩酮 在 甲醇 、 potassium carbonate 作用下， 反应 18.0h， 以86%的产率得到3-(pent-4-ynyl)-4-vinylidenecyclohexanone monoethylene ketal
  参考文献：
  名称：

  A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction

  摘要：

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

  DOI：

  10.1021/jo8007258