1-phenyl-2-[(4S)-phenyl-4,5-dihydrooxazol-2-yl]propen-2-ol | 188988-25-2

• 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: 1-phenyl-2-[(4S)-phenyl-4,5-dihydrooxazol-2-yl]propen-2-ol
• CAS: 188988-25-2
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: SXKBIOJQDWISIL-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [Cu2(OAc)4(H2O)2] 、 1-phenyl-2-[(4S)-phenyl-4,5-dihydrooxazol-2-yl]propen-2-ol 以 甲醇 为溶剂， 以55%的产率得到bis[1-phenyl-2-[(4S)-phenyl-4,5-dihydrooxazol-2-yl]propen-2-ol]copper
  参考文献：
  名称：

  Chiral N,N‘- and N,O-Bidentate Anionic Ligands. Preparation, Metal Complexation, and Evaluation in the Asymmetric Aziridination of Olefins

  摘要：

  The chiral ligands 1-phenyl-2-[(4S)-phenyl-4,5-dihydrooxazol-2-yl]propen-2-ol (1a) and [1-phenyl-2-((4S)-phenyl-4,5-dihydrooxazol-2-yl)vinyl]-p-tolylamine (2a) were prepared, together with some structural analogues (1b-e, 2b) in two steps from optically pure phenylglycinol or phenylalaninol. Transition-metal-ligand complexes were isolated from the ligand la and Cu(II), Pd(II), and Co(II). The copper complexes of la and 2a were found to be highly active catalysts for the asymmetric aziridination of styrene, giving the corresponding N-tosylaziridine in excellent yields and with enantiomeric excess in the range of 15-34%.

  DOI：

  10.1021/om981016p