4-((3-methylbut-2-en-1-yl)oxy)butan-2-ol | 118433-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-((3-methylbut-2-en-1-yl)oxy)butan-2-ol
• 英文别名: 4-(3-Methylbut-2-enoxy)butan-2-ol
• CAS: 118433-86-6
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: XZAMZQMBSUNFLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(but-3-yn-1-yloxy)-3-methylbut-2-ene 在 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) 、 Au(IPr)Cl 、 水 、 silver trifluoroacetate 作用下， 以 异丙醇 为溶剂， 反应 42.0h， 以80%的产率得到4-((3-methylbut-2-en-1-yl)oxy)butan-2-ol
  参考文献：
  名称：

  Regioselective Reductive Hydration of Alkynes To Form Branched or Linear Alcohols

  摘要：

  The regioselective reductive hydration of terminal alkynes using two complementary dual catalytic systems is described. Branched or linear alcohols are obtained in 75-96% yield with >= 25:1 regioselectivity from the same starting materials. The method is compatible with terminal, di-, and trisubstituted alkenes. This reductive hydration constitutes a strategic surrogate to alkene oxyfunctionalization and may be of utility in multistep settings.

  DOI：

  10.1021/ja307145e

文献信息

• Regioselective Reductive Hydration of Alkynes To Form Branched or Linear Alcohols
  作者：Le Li、Seth B. Herzon

  DOI：10.1021/ja307145e

  日期：2012.10.24

  The regioselective reductive hydration of terminal alkynes using two complementary dual catalytic systems is described. Branched or linear alcohols are obtained in 75-96% yield with >= 25:1 regioselectivity from the same starting materials. The method is compatible with terminal, di-, and trisubstituted alkenes. This reductive hydration constitutes a strategic surrogate to alkene oxyfunctionalization and may be of utility in multistep settings.