Trifluoro-methanesulfonic acid 2-(diphenyl-phosphinoyl)-4-methoxy-phenyl ester | 765959-00-0

• 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: Trifluoro-methanesulfonic acid 2-(diphenyl-phosphinoyl)-4-methoxy-phenyl ester
• CAS: 765959-00-0
• 化学式: C₂₀H₁₆F₃O₅PS
• 分子量: 456.379
• InChiKey: OPDIQDHYOPAPDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 2-(diphenyl-phosphinoyl)-4-methoxy-phenyl ester 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride potassium phosphate 、 lithium diisopropyl amide 作用下， 生成 3-Diphenylphosphoryl-2-(2-diphenylphosphoryl-6-methoxy-3-phenylphenyl)-1-methoxy-4-phenylbenzene
  参考文献：
  名称：

  Synthesis of ortho-phenyl substituted MeO-BIPHEP ligand and its application in Rh-catalyzed asymmetric hydrogenation

  摘要：

  A new BIPHEP-type ligand with phenyl groups at the 3,3'-positions, o-Ph-MeO-BIPHEP 3 was prepared. This ligand afforded excellent enantioselectivities when used in the Rh-catalyzed asymmetric hydrogenation of alpha-dehydroamino acid derivatives. The strong influence of o-phenyl groups of the ligand on the enantioselectivities of the reaction has been demonstrated by a comparison with its parent ligand MeO-BIPHEP. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.05.043
• 作为产物：
  描述：

  (2,5-dimethoxyphenyl)diphenylphosphine oxide 在 三氯化硼 、 sodium hydride 作用下， 生成 Trifluoro-methanesulfonic acid 2-(diphenyl-phosphinoyl)-4-methoxy-phenyl ester
  参考文献：
  名称：

  Synthesis of ortho-phenyl substituted MeO-BIPHEP ligand and its application in Rh-catalyzed asymmetric hydrogenation

  摘要：

  A new BIPHEP-type ligand with phenyl groups at the 3,3'-positions, o-Ph-MeO-BIPHEP 3 was prepared. This ligand afforded excellent enantioselectivities when used in the Rh-catalyzed asymmetric hydrogenation of alpha-dehydroamino acid derivatives. The strong influence of o-phenyl groups of the ligand on the enantioselectivities of the reaction has been demonstrated by a comparison with its parent ligand MeO-BIPHEP. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.05.043

文献信息

• Ph₃P-mediated highly selective C(α)–P coupling of quinone monoacetals with R₂P(O)H: convenient and practical synthesis of <i>ortho</i>-phosphinyl phenols
  作者：Ruwei Shen、Ming Zhang、Jing Xiao、Chao Dong、Li-Biao Han

  DOI：10.1039/c8gc02918k

  日期：——

  A highly selective Ph3P-mediated C(α)–P coupling reaction of quinone monoacetals with secondary phosphine oxides is developed to provide an effective method for the synthesis of a wide array of ortho-phosphinylphenols in good to excellent yields. This protocol can be adopted for scale-up synthesis directly from cheap and abundant phenols, and the products can be easily obtained in high yields by simple

  已开发出一种高选择性的Ph 3 P介导的醌单缩醛与仲氧化膦的C（α）-P偶联反应，为合成多种正膦基苯酚提供了一种有效的方法，收率好至极好。该方案可直接用于由廉价和丰富的苯酚进行大规模合成，并且无需使用有机萃取或色谱法即可通过简单的过滤轻松轻松地以高收率获得产物。