4-(buta-2,3-dienyl)-3-(3-(trimethylsilyl)propioloyl)cyclohex-2-enone | 1010798-99-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(buta-2,3-dienyl)-3-(3-(trimethylsilyl)propioloyl)cyclohex-2-enone
• CAS: 1010798-99-8
• 化学式: C₁₆H₂₀O₂Si
• 分子量: 272.419
• InChiKey: SSAPZGPWIYEHBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(buta-2,3-dienyl)-3-(3-(trimethylsilyl)propioloyl)cyclohex-2-enone 在 甲醇 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以87%的产率得到4-(buta-2,3-dienyl)-3-propioloylcyclohex-2-enone
  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：

  4-(buta-2,3-dienyl)-3-(1-hydroxy-3-(trimethylsilyl)prop-2-ynyl)cyclohex-2-enone 在 Jones reagent 作用下， 以 丙酮 为溶剂， 以27.5 mg的产率得到4-(buta-2,3-dienyl)-3-(3-(trimethylsilyl)propioloyl)cyclohex-2-enone
  参考文献：
  名称：

  Mo(CO)₆- and [Rh(CO)₂Cl]₂-Catalyzed Allenic Cyclocarbonylation Reactions of Alkynones:  Efficient Access to Bicyclic Dienediones

  摘要：

  Allenyl alkynones are efficiently transformed into fused bicyclic dienediones via cyclocarbonylation reaction conditions. Mo(CO)(6)/DMSO reaction conditions result in the formation of a bicyclo[3.3.0]octenone ring system, and the [Rh(CO)(2)Cl](2)-catalyzed reaction affords bicyclo[4.3.0]-nonenone and bicyclo[5.3.0]decenone scaffolds.

  DOI：

  10.1021/ol702654x