(2R)-1-diphenylphosphorylpropan-2-ol | 177568-38-6

• 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: (2R)-1-diphenylphosphorylpropan-2-ol
• CAS: 177568-38-6
• 化学式: C₁₅H₁₇O₂P
• 分子量: 260.273
• InChiKey: RVABRNREAZALPB-CYBMUJFWSA-N

物化性质

• 沸点：
  386.2±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  双氧水 、 molybdenum(VI) oxide 、 (2R)-1-diphenylphosphorylpropan-2-ol 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Chiral phosphinoylalcohol complexes of monooxobis(peroxo)molybdenum(VI) and their use as asymmetric oxidants

  摘要：

  Complexes of the type [MoO(O-2)(2)(L*)(ROH)], where L* = chiral beta-phosphinoylalcohol, have been synthesised and used as stoichiometric oxidants for a number of unfunctionalised alkenes. In all of the complexes the chiral auxiliary is bound through the phosphinoyl oxygen as a monodentate ligand. The coordination about the metal atom in these pseudo-pentagonal bipyramidal molecules is completed by a solvent molecule (ethanol/water) lying opposite the axial Mo=O bond. Oxidation of small-chain non-functionalised alkenes occurs in variable yield to give epoxides with an enantiomeric excess of up to 40%. These compounds also behave as catalysts for the (BuOOH)-O-t oxidations of alkenes, but with similar modest enantioselectivities. The modest enantioselectivities are explained on the basis of the mode of coordination of the chiral ligand, and it is argued that there may be inherent limits in the use of these systems in asymmetric oxidations. (C) 1999 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(98)00371-9

文献信息

• Chiral phosphinoylalcohol complexes of monooxobis(peroxo)molybdenum(VI) and their use as asymmetric oxidants
  作者：R Cross

  DOI：10.1016/s1381-1169(98)00371-9

  日期：1999.7.5

  Complexes of the type [MoO(O-2)(2)(L*)(ROH)], where L* = chiral beta-phosphinoylalcohol, have been synthesised and used as stoichiometric oxidants for a number of unfunctionalised alkenes. In all of the complexes the chiral auxiliary is bound through the phosphinoyl oxygen as a monodentate ligand. The coordination about the metal atom in these pseudo-pentagonal bipyramidal molecules is completed by a solvent molecule (ethanol/water) lying opposite the axial Mo=O bond. Oxidation of small-chain non-functionalised alkenes occurs in variable yield to give epoxides with an enantiomeric excess of up to 40%. These compounds also behave as catalysts for the (BuOOH)-O-t oxidations of alkenes, but with similar modest enantioselectivities. The modest enantioselectivities are explained on the basis of the mode of coordination of the chiral ligand, and it is argued that there may be inherent limits in the use of these systems in asymmetric oxidations. (C) 1999 Elsevier Science B.V. All rights reserved.