N-[(E,1S,2S)-2-ethyl-1-phenylpent-3-enyl]aniline | 1173291-39-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[(E,1S,2S)-2-ethyl-1-phenylpent-3-enyl]aniline
• CAS: 1173291-39-8
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: HKKRLQSHAPQPAZ-SGTPSIFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-苄烯丁胺 、 (S)-(-)-(Z)-3-hexen-2-ol 在 Cyclopentylmagnesium chloride 、 三异丙氧基氯化钛 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以68%的产率得到N-[(E,1S,2S)-2-ethyl-1-phenylpent-3-enyl]aniline
  参考文献：
  名称：

  Stereoselective Cross-Coupling between Allylic Alcohols and Aldimines

  摘要：

  A cross-coupling reaction between an allylic alcohol and an imine is described for stereoselective allylation of aromatic and aliphatic imines. This method provides operationally simple, enantioselective access to functionalized homoallylic amines. Particularly noteworthy is direct use of a functionalized allylic alcohol as an allylating reagent without prederivatization, which obviates the use of preformed organometallic reagents or activated imine derivatives.

  DOI：

  10.1021/ol901006c

文献信息

• Stereoselective Cross-Coupling between Allylic Alcohols and Aldimines
  作者：Ivan L. Lysenko、Hyung Goo Lee、Jin Kun Cha

  DOI：10.1021/ol901006c

  日期：2009.7.16

  A cross-coupling reaction between an allylic alcohol and an imine is described for stereoselective allylation of aromatic and aliphatic imines. This method provides operationally simple, enantioselective access to functionalized homoallylic amines. Particularly noteworthy is direct use of a functionalized allylic alcohol as an allylating reagent without prederivatization, which obviates the use of preformed organometallic reagents or activated imine derivatives.