2-ethyl-N-(4-methoxyphenyl)butan-1-imine | 1169830-68-5

• 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: 2-ethyl-N-(4-methoxyphenyl)butan-1-imine
• CAS: 1169830-68-5
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: CLJRPOZHSLRICS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-环己烯-1-酮 、 2-ethyl-N-(4-methoxyphenyl)butan-1-imine 在 (S)-N-(4-十二烷基苯磺酰基)吡咯烷-2-甲酰胺 作用下， 反应 96.0h， 生成 5,5-diethyl-6-(4-methoxyphenylamino)-bicyclo[2.2.2]octan-2-one 、 (1S,4S,6S)-5,5-diethyl-6-(4-methoxyphenylamino)bicyclo[2.2.2]octan-2-one 、 (1R,4R,6R)-5,5-diethyl-6-(4-methoxyphenylamino)bicyclo[2.2.2]octan-2-one
  参考文献：
  名称：

  Asymmetric Construction of Nitrogen-Containing [2.2.2] Bicyclic Scaffolds Using N-(p-Dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide

  摘要：

  An organocatalyzed approach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-modified proline catalyst has been developed. A series of aromatic imines have been explored for the formation of isoquinuclidines with high levels of enantioselectivity and diastereoselectivity, strongly favoring the exo product. A series of aliphatic imines has also been explored, which provide access to bicyclo[2.2.2]octanes through a novel mechanistic pathway in high levels of enantioselectivity and diastereoselectivity, favoring the endo product.

  DOI：

  10.1021/jo9009062