1-ethynyl-4-hydroxy-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone ethylene ketal | 1037668-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-ethynyl-4-hydroxy-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone ethylene ketal
• CAS: 1037668-56-6
• 化学式: C₁₈H₂₈O₃Si
• 分子量: 320.504
• InChiKey: NQXMKGUZWJPJIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-ethynyl-4-hydroxy-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone ethylene ketal 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到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
  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：

  2-(5-(三甲基甲硅烷基)戊-4-炔基)环己烷-1,4-二酮单乙烯缩酮 、 乙炔基溴化镁 以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到1-ethynyl-4-hydroxy-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone ethylene 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