N-(2-methoxyphenyl)-1-(2-methylphenyl)methanimine oxide | 958433-55-1

• 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: N-(2-methoxyphenyl)-1-(2-methylphenyl)methanimine oxide
• CAS: 958433-55-1
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: GRPAVQWROYRELP-WJDWOHSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-methoxyphenyl)-1-(2-methylphenyl)methanimine oxide 、 (4-methoxybenzoyl)trimethylsilane 在 (R,R)-TADDOL-phosphite 、 lithium hexamethyldisilazane 作用下， 以 various solvent(s) 为溶剂， 反应 0.08h， 以86%的产率得到1-(4-methoxyphenyl)-2-(N-(2-methoxyphenyl)-N-trimethylsilyloxy)amino-2-(2-methylphenyl)ethanone
  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