2-Ethyl-3-oxo-2-phenyl-butyric acid methyl ester

• 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-Ethyl-3-oxo-2-phenyl-butyric acid methyl ester
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: UKMMSOFFJDPBAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-苯基丁酸 在 硫酸 planar-chiral ferrocenyl derivative 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 39.0h， 生成 2-Ethyl-3-oxo-2-phenyl-butyric acid methyl ester
  参考文献：
  名称：

  Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals

  摘要：

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).

  DOI：

  10.1021/ja043832w

文献信息

• Catalytic Enantioselective Construction of All-Carbon Quaternary Stereocenters:  Synthetic and Mechanistic Studies of the C-Acylation of Silyl Ketene Acetals
  作者：Ara H. Mermerian、Gregory C. Fu

  DOI：10.1021/ja043832w

  日期：2005.4.1

  With the aid of an appropriate chiral catalyst, acyclic silyl ketene acetals react with anhydrides to furnish 1,3-dicarbonyl compounds that bear all-carbon quaternary stereocenters in good ee and yield. Mechanistic studies provide strong support for a catalytic cycle that involves activation of both the electrophile (anhydride -> acylpyridinium) and the nucleophile (silyl ketene acetal -> enolate).