[Ethoxy(phenyl)phosphoryl]methanediol | 1207386-98-8

• 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: [Ethoxy(phenyl)phosphoryl]methanediol
• CAS: 1207386-98-8
• 化学式: C₉H₁₃O₄P
• 分子量: 216.174
• InChiKey: PKOXMEUDMBOKRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Ethoxy(phenyl)phosphoryl]methanediol 、 环戊酮 在 L-脯氨酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 生成 ethyl [hydroxy(2-oxocyclopentyl)methyl](phenyl)phosphinate 、 ethyl [hydroxy(2-oxocyclopentyl)methyl](phenyl)phosphinate 、 ethyl [hydroxy(2-oxocyclopentyl)methyl](phenyl)phosphinate
  参考文献：
  名称：

  Organocatalytic Enantioselective Synthesis of Both Diastereomers of α-Hydroxyphosphinates

  摘要：

  Racemic alpha-acylphosphinates and formylphosphinate hydrate were used directly as the substrates in a proline derivative-catalyzed cross aldol reaction with ketones. Because of the preexisting phosphorus stereogenic center, a mixture of two diastereomers of the corresponding alpha-hydroxyphosphinates was obtained in this reaction. Good to high enantioselectivities (up to 99% ee) were obtained simultaneously for the two diastereomers in good yields. Good diastereoselectivities were also obtained when the reaction generates an additional carbon stereogenic center.

  DOI：

  10.1021/jo9022099