Methyl 5,7-dimethoxy-2-oxo-4-phenyl-3,4-dihydrochromene-3-carboxylate | 1160998-15-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: Methyl 5,7-dimethoxy-2-oxo-4-phenyl-3,4-dihydrochromene-3-carboxylate
• 英文别名: methyl 5,7-dimethoxy-2-oxo-4-phenyl-3,4-dihydrochromene-3-carboxylate
• CAS: 1160998-15-1
• 化学式: C₁₉H₁₈O₆
• 分子量: 342.348
• InChiKey: BJHWOGZHTAUEMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 5,7-dimethoxy-2-oxo-4-phenyl-3,4-dihydrochromene-3-carboxylate 、 烯丙醇 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Mechanistic Origin of the Stereodivergence in Decarboxylative Allylation

  摘要：

  A stereochemical test has been used to probe the mechanism of decarboxylative allylation. This probe suggests that the mechanism of DcA reactions can change based on the substitution pattern at the alpha-carbon of the nucleophile; however, reaction via stabilized malonate nucleophiles is the lower energy pathway. Lastly, this mechanistic proposal has predictive power and can be used to explain chemoselectivities in decarboxylative reactions that were previously confounding.

  DOI：

  10.1021/ol101042x

文献信息

• Mechanistic Origin of the Stereodivergence in Decarboxylative Allylation
  作者：Kalicharan Chattopadhyay、Ranjan Jana、Victor W. Day、Justin T. Douglas、Jon A. Tunge

  DOI：10.1021/ol101042x

  日期：2010.7.2

  A stereochemical test has been used to probe the mechanism of decarboxylative allylation. This probe suggests that the mechanism of DcA reactions can change based on the substitution pattern at the alpha-carbon of the nucleophile; however, reaction via stabilized malonate nucleophiles is the lower energy pathway. Lastly, this mechanistic proposal has predictive power and can be used to explain chemoselectivities in decarboxylative reactions that were previously confounding.