(Z)-N-(4-methoxy-3-(trifluoromethyl)phenyl)-1-phenylmethanimine oxide | 958433-60-8

• 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: (Z)-N-(4-methoxy-3-(trifluoromethyl)phenyl)-1-phenylmethanimine oxide
• CAS: 958433-60-8
• 化学式: C₁₅H₁₂F₃NO₂
• 分子量: 295.261
• InChiKey: ORMXRILKGGHDHL-GRSHGNNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (Z)-N-(4-methoxy-3-(trifluoromethyl)phenyl)-1-phenylmethanimine oxide 、 (4-methoxybenzoyl)trimethylsilane 在 (R,R)-TADDOL-phosphite 、 lithium hexamethyldisilazane 作用下， 以 various solvent(s) 为溶剂， 反应 0.05h， 以76%的产率得到2-(N-(4-methoxy-3-trifluoromethylphenyl)-N-trimethylsilyloxy)amino-1-(4-methoxyphenyl)-2-phenylethanone
  参考文献：
  名称：

  Enantioselective Metallophosphite-Catalyzed C-Acylation of Nitrones

  摘要：

  Metallophosphites derived from tartaric acid catalyze the enantioselective addition of acyl silanes to nitrones. The product alpha N-silyloxyamino ketones are obtained in moderate to good yields (36-94%) with excellent enantioselectivity (er >= 95:5). The nitrone oxygen is essential in facilitating the silyl transfer that is required for catalyst turnover. This represents, to the best of our knowledge, the first example of C-acylation of nitrones and the most highly enantioselective catalytic addition of an acyl anion equivalent to an azomethine electrophile. The N-O bond of the product may be reductively cleaved under mild conditions to provide N- aryl alpha-amino ketones with negligible loss of enantiopurity.

  DOI：

  10.1021/ja076095n