2-(3-bromophenyl)-2-(4,4-diphenylbuta-2,3-dienyl)-tetrahydro-2H-pyran | 1210960-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3-bromophenyl)-2-(4,4-diphenylbuta-2,3-dienyl)-tetrahydro-2H-pyran
• CAS: 1210960-10-3
• 化学式: C₂₇H₂₅BrO
• 分子量: 445.399
• InChiKey: FBMBYVRXZYQGMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-(1-(3-bromophenyl)-2-(2,2-diphenylvinylidene)cyclopropyl)butan-1-ol 在 tris[triphenylphosphinegold(I)]oxonium tetrafluoroborate 、 silver trifluoromethanesulfonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以60%的产率得到2-(3-bromophenyl)-2-(4,4-diphenylbuta-2,3-dienyl)-tetrahydro-2H-pyran
  参考文献：
  名称：

  Au/Ag-Catalyzed Intramolecular Ring-Opening of Vinylidene-cyclopropanes (VDCPs): An Easy Access to Functional Tetrahydropyrans

  摘要：

  An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A series of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph3PAu)(3)O]BF4 (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 degrees C to give allene-functionalized tetrahydropyrans.

  DOI：

  10.1021/ol902832s

文献信息

• Au/Ag-Catalyzed Intramolecular Ring-Opening of Vinylidene-cyclopropanes (VDCPs): An Easy Access to Functional Tetrahydropyrans
  作者：Wei Li、Wei Yuan、Surech Pindi、Min Shi、Guigen Li

  DOI：10.1021/ol902832s

  日期：2010.3.5

  An intramolecular ring-opening of vinylidenecyclopropanes (VDCPs) tethered with alcohol chains has been established. A series of transition metal catalysts and their combinations have been screened under mild conditions, and a cocatalyst system consisting of [(Ph3PAu)(3)O]BF4 (4 mol %) and AgOTf (4 mol %) was found to catalyze the reaction to completion within 10-30 min in 1,4-dioxane at 60 degrees C to give allene-functionalized tetrahydropyrans.