(5-Hydroxy-3-oxo-5-phenylpentan-2-yl) acetate | 1005350-56-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5-Hydroxy-3-oxo-5-phenylpentan-2-yl) acetate
• 英文别名: (5-hydroxy-3-oxo-5-phenylpentan-2-yl) acetate
• CAS: 1005350-56-0
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: FEOGYRIVNUBOBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(dimethyl(phenyl)silyl)-3-oxobutan-2-yl acetate 、 苯甲醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以87%的产率得到(5-Hydroxy-3-oxo-5-phenylpentan-2-yl) acetate
  参考文献：
  名称：

  Au(I)-catalyzed efficient synthesis of α-acyloxy-α′-silyl ketones from α-acyloxy-α-alkynylsilanes

  摘要：

  The Au(I)-catalyzed novel conversion of alpha-acyloxy-alpha-alkynylsilanes to alpha-acyloxy-alpha '-silyl ketones is reported. Ph3PAuOTf in dioxane in the presence of 1 equiv of H2O efficiently catalyzed both the [3,3] sigmatropic rearrangement and allenic transformation of the resulting ester to give the alpha-acyloxy-alpha '-silyl ketones in a one-pot procedure. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.023

文献信息

• Au(I)-catalyzed efficient synthesis of α-acyloxy-α′-silyl ketones from α-acyloxy-α-alkynylsilanes
  作者：Kazuhiko Sakaguchi、Takuya Okada、Tetsuro Shinada、Yasufumi Ohfune

  DOI：10.1016/j.tetlet.2007.11.023

  日期：2008.1

  The Au(I)-catalyzed novel conversion of alpha-acyloxy-alpha-alkynylsilanes to alpha-acyloxy-alpha '-silyl ketones is reported. Ph3PAuOTf in dioxane in the presence of 1 equiv of H2O efficiently catalyzed both the [3,3] sigmatropic rearrangement and allenic transformation of the resulting ester to give the alpha-acyloxy-alpha '-silyl ketones in a one-pot procedure. (C) 2007 Elsevier Ltd. All rights reserved.