2-benzyl-5-pentyltetrahydrofuran | 1206670-43-0

• 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-benzyl-5-pentyltetrahydrofuran
• 英文别名: 2-Benzyl-5-pentyloxolane；2-benzyl-5-pentyloxolane
• CAS: 1206670-43-0
• 化学式: C₁₆H₂₄O
• 分子量: 232.366
• InChiKey: YVTWPMKLQKCJQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  三甲基苯基硅烷 、 dec-1-en-5-ol 在 Au(PPh3)Cl 、 Selectfluor 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以61%的产率得到2-benzyl-5-pentyltetrahydrofuran
  参考文献：
  名称：

  Arylsilanes: Application to Gold-Catalyzed Oxyarylation of Alkenes

  摘要：

  Arylsilanes are efficient reagents for the gold-catalyzed oxyarylation of alkenes (21 examples, up to 85% isolated yield). Using commercially available Ph3PAuCl and readily prepared, benign arylsilanes, these two- and three-component reactions proceed smoothly in air. The oxidant, Selectfluor, not only facilitates entry to the Au(I/III) manifold but also provides a fluoride anion for silane activation, thereby avoiding the need for addition of a stoichiometric base.

  DOI：

  10.1021/ol1019162

文献信息

• Homogeneous Gold-Catalyzed Oxidative Carboheterofunctionalization of Alkenes
  作者：Guozhu Zhang、Li Cui、Yanzhao Wang、Liming Zhang

  DOI：10.1021/ja909555d

  日期：2010.2.10

  Homogeneous carboamination, carboalkoxylation and carbolactonization of terminal alkenes are realized via oxidative gold catalysis, providing expedient access to various Substituted N- or O-heterocycles. Deuterium-labeling studies established the anti nature of the alkene functionalization and the indispensible role of Au(I)/Au(III) catalysis. This study constitutes the first example of catalytically converting C(sp(3))-Au bonds into C(sp(3))--C(sp(2)) bonds in a cross-coupling manner and opens new opportunities to Study gold alkene catalysis where alkylgold intermediates can be readily functionalized intermolecularly.
• Arylsilanes: Application to Gold-Catalyzed Oxyarylation of Alkenes
  作者：Liam T. Ball、Michael Green、Guy C. Lloyd-Jones、Christopher A. Russell

  DOI：10.1021/ol1019162

  日期：2010.11.5

  Arylsilanes are efficient reagents for the gold-catalyzed oxyarylation of alkenes (21 examples, up to 85% isolated yield). Using commercially available Ph3PAuCl and readily prepared, benign arylsilanes, these two- and three-component reactions proceed smoothly in air. The oxidant, Selectfluor, not only facilitates entry to the Au(I/III) manifold but also provides a fluoride anion for silane activation, thereby avoiding the need for addition of a stoichiometric base.