(E)-N-(1-cyclohexylethylidene)-P,P-diphenylphosphinothioic amide | 1446719-22-7

• 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: (E)-N-(1-cyclohexylethylidene)-P,P-diphenylphosphinothioic amide
• CAS: 1446719-22-7
• 化学式: C₂₀H₂₄NPS
• 分子量: 341.457
• InChiKey: FLDAOAKTCVSBAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(1-cyclohexylethylidene)-P,P-diphenylphosphinothioic amide 、 苯乙炔 在 mesitylcopper(I) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 24.17h， 以95%的产率得到N-(2-cyclohexyl-4-phenylbut-3-yn-2-yl)-P,P-diphenylphosphinothioic amide
  参考文献：
  名称：

  Direct Catalytic Asymmetric Alkynylation of Ketoimines

  摘要：

  An efficient protocol for direct catalytic alkynylation of ketoimines is described. The simultaneous activation of a soft Lewis basic terminal alkyne and a ketoimine bearing a thiophosphinoyl group by soft Lewis acid Cu(I) is crucial for high conversion. The reaction can be rendered asymmetric with a chiral bisphosphine ligand (S,S)-Ph-BPE.

  DOI：

  10.1021/ol3035609

文献信息

• Catalytic Asymmetric Hydrophosphonylation of Ketimines
  作者：Liang Yin、Youmei Bao、Naoya Kumagai、Masakatsu Shibasaki

  DOI：10.1021/ja4059316

  日期：2013.7.17

  Catalytic asymmetric hydrophosphonylation of aromatic and aliphatic N-thiophosphinoyl ketimines with dialkyl phosphite was efficiently promoted by as little as 0.5 mol% of catalyst loading at ambient temperature. The catalyst can be recovered for repeated use, and facile removal of the thiophosphinoyl group allowed for ready access to the phosphonic acid analogue of enantioenriched alpha,alpha-disubstituted alpha-amino acids.