| 1198309-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1198309-39-5
• 化学式: C₂₁H₂₉OP
• 分子量: 328.434
• InChiKey: QJMPPFPXVKFPBN-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C(Solvent: Heptane)
• 沸点：
  541.4±33.0 °C(predicted)
• 密度：
  1.02±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 (dicyclohexylphosphino)borane 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.58h， 以59%的产率得到(2-(boraneyldicyclohexyl-l5-phosphaneyl)-1-phenylallyl)dicyclohexylphosphine oxide
  参考文献：
  名称：

  Ambient Temperature Hydrophosphination of Internal, Unactivated Alkynes and Allenyl Phosphineoxides with Phosphine Borane Complexes

  摘要：

  Phosphine boranes have been found to hydrophosphinate internal, unactivated alkynes at room temperature under basic conditions without the need for catalysts or radical initiators, The use of air-sensitive secondary phosphines is avoided in this facile process. Broad scope in both the phosphine borane and alkyne partners leads to excellent diversity in the phosphine products. Asymmetric hydrogenation of these species then provides one of the shortest possible routes to chiral monodentate phosphines, Hydrophosphination of allenyl phosphine oxides under similar conditions followed by hydrogenation of the exomethylene moiety yields a wide variety of bis-phosphine derivatives.

  DOI：

  10.1021/ol9022547
• 作为产物：
  描述：

  3-苯基-2-丙炔-1-醇 、 二环己基氯化膦 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到
  参考文献：
  名称：

  Ambient Temperature Hydrophosphination of Internal, Unactivated Alkynes and Allenyl Phosphineoxides with Phosphine Borane Complexes

  摘要：

  Phosphine boranes have been found to hydrophosphinate internal, unactivated alkynes at room temperature under basic conditions without the need for catalysts or radical initiators, The use of air-sensitive secondary phosphines is avoided in this facile process. Broad scope in both the phosphine borane and alkyne partners leads to excellent diversity in the phosphine products. Asymmetric hydrogenation of these species then provides one of the shortest possible routes to chiral monodentate phosphines, Hydrophosphination of allenyl phosphine oxides under similar conditions followed by hydrogenation of the exomethylene moiety yields a wide variety of bis-phosphine derivatives.

  DOI：

  10.1021/ol9022547

文献信息

• Copper-Catalyzed Asymmetric Boroprotonation of Phosphinylallenes
  作者：Huijun Li、Long Cheng、Guiqin Li、Tongyu Xu、Shengjun Zhang、Fanlong Zeng

  DOI：10.1021/acs.orglett.2c04180

  日期：2023.1.27

  Synthesis of chiral phosphorus compounds from readily available substrates by a facile method is an attractive strategy. In this study, an efficient route for copper-catalyzed asymmetric boroprotonation of phosphinylallenes with bis(pinacolato)diboron with high regioselectivity was developed, affording chiral allylphosphine oxides in high yields with high enantioselectivities of up to 98% ee. The synthetic

  通过简便的方法从容易获得的底物合成手性磷化合物是一种有吸引力的策略。在这项研究中，开发了一种铜催化的膦基丙二烯与双（频哪醇）二硼的高区域选择性不对称硼质子化的有效途径，以高产率和高达 98% ee 的高对映选择性提供手性烯丙基氧化膦。通过将手性烯丙基氧化膦轻松转化为几种立体特异性产物，进一步证明了合成效用。