(2-ethoxycarbonyl-3-hydroxy-3-phenyl)propyldiphenylphosphine oxide

• 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-ethoxycarbonyl-3-hydroxy-3-phenyl)propyldiphenylphosphine oxide
• 英文别名: Ethyl 2-(diphenylphosphorylmethyl)-3-hydroxy-3-phenylpropanoate；ethyl 2-(diphenylphosphorylmethyl)-3-hydroxy-3-phenylpropanoate
• 化学式: C₂₄H₂₅O₄P
• 分子量: 408.434
• InChiKey: ASMPOTSPJYFRQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  (tert-butyldimethylsilyl)diphenylphosphine 在 三(二甲氨基)锍二氟三甲基硅酸 、 间氯过氧苯甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (2-ethoxycarbonyl-3-hydroxy-3-phenyl)propyldiphenylphosphine oxide
  参考文献：
  名称：

  Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines

  摘要：

  Regioselective phosphination of carbon-carbon unsaturated bonds by a fluoride-mediated reaction of silylphosphines is described. Alkenes and alkynes having a directing group, such as an aromatic or a carbonyl group, reacted to form a carbon-phosphorus bond under mild conditions. When an anhydrous fluoride source was applied in the presence of an electrophile, the corresponding three-component coupling product was obtained. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.098

文献信息

• Driving the Morita-Baylis-Hillman Reaction to a Multicomponent Organic Transformation
  作者：Anne-Françoise Guillouzic、Sonia Montel、Coralie Laborde、Jean-Noël Volle、Jean-Luc Pirat、David Virieux

  DOI：10.1002/ejoc.201301226

  日期：2014.2

  aldehyde and a Michael olefin in the presence of water led to the formation of functionalized phosphine oxides. This approach turned the Lewis base organocatalyzed Morita–Baylis–Hillman reaction into a multicomponent organic transformation to provide rapid access to polyfunctionalized molecules.

  三价磷试剂与醛和迈克尔烯烃在水存在下的组合导致形成官能化氧化膦。这种方法将路易斯碱有机催化的 Morita-Baylis-Hillman 反应转变为多组分有机转化，以提供对多官能化分子的快速访问。
• Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines
  作者：Minoru Hayashi、Yutaka Matsuura、Yutaka Watanabe

  DOI：10.1016/j.tetlet.2004.10.098

  日期：2004.12

  Regioselective phosphination of carbon-carbon unsaturated bonds by a fluoride-mediated reaction of silylphosphines is described. Alkenes and alkynes having a directing group, such as an aromatic or a carbonyl group, reacted to form a carbon-phosphorus bond under mild conditions. When an anhydrous fluoride source was applied in the presence of an electrophile, the corresponding three-component coupling product was obtained. (C) 2004 Elsevier Ltd. All rights reserved.