4-(2-methylprop-1-enylidene)-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone monoethylene ketal | 1037667-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 4-(2-methylprop-1-enylidene)-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone monoethylene ketal
• CAS: 1037667-91-6
• 化学式: C₂₀H₃₂O₂Si
• 分子量: 332.558
• InChiKey: ZEBIFXSNMNTRGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-propyl-2-(5-(trimethylsilyl)pent-4-ynyl)-4-oxocyclohexyl acetate ethylene ketal 、 甲基溴化镁 在 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 21.0h， 以40%的产率得到4-(2-methylprop-1-enylidene)-3-(5-(trimethylsilyl)pent-4-ynyl)cyclohexanone 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