(10aZ)-5,6,6a,7,9,10-hexahydrobenzo[e]azulene-2,8(1H,4H)-dione 8-monoethylene ketal | 1037668-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (10aZ)-5,6,6a,7,9,10-hexahydrobenzo[e]azulene-2,8(1H,4H)-dione 8-monoethylene ketal
• 英文别名: Spiro[1,3-dioxolane-2,8'-1,4,5,6,6a,7,9,10-octahydrobenzo[e]azulene]-2'-one
• CAS: 1037668-40-8
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: ZKHYBWQWTXJZGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (10aZ)-5,6,6a,7,9,10-hexahydro-3-(trimethylsilyl)benzo[e]azulene-2,8(1H,4H)-dione 8-monoethylene ketal 在 四(三苯基膦)钯 N-碘代丁二酰亚胺 、 三正丁基氢锡 作用下， 以 乙腈 、 苯 为溶剂， 反应 2.0h， 以75%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