(S)-1-(1-(4-fluorophenyl)allyl)-4-phenylpiperazine | 1562996-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-1-(1-(4-fluorophenyl)allyl)-4-phenylpiperazine
• 英文别名: 1-[(1S)-1-(4-fluorophenyl)prop-2-enyl]-4-phenylpiperazine
• CAS: 1562996-36-4
• 化学式: C₁₉H₂₁FN₂
• 分子量: 296.388
• InChiKey: ACGJLOIIKKHHKX-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(4-fluorophenyl)allyl acetate 、 N-苯基哌嗪 在 ruthenium trichloride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 (S,S)-2,6-双(4-异丙基-2-恶唑啉-2-基)吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以87%的产率得到(S)-1-(1-(4-fluorophenyl)allyl)-4-phenylpiperazine
  参考文献：
  名称：

  Ruthenium-Catalyzed Regio- and Enantioselective Allylic Amination of Racemic 1-Arylallyl Esters

  摘要：

  The regio- and enantioselective allylic amination of racemic monosubstituted allylic esters, such as 1-arylallyl acetates, with cyclic secondary amines has been accomplished. The RuCl3/(S,S)-ip-pybox catalyst system has effectively catalyzed the reaction to afford the enantiomerically enriched branch-type allylic amines with perfect regioselectivity and high enantioselectivity.

  DOI：

  10.1021/ol5002768

文献信息

• Ruthenium-Catalyzed Regio- and Enantioselective Allylic Amination of Racemic 1-Arylallyl Esters
  作者：Motoi Kawatsura、Kenta Uchida、Shou Terasaki、Hiroaki Tsuji、Maki Minakawa、Toshiyuki Itoh

  DOI：10.1021/ol5002768

  日期：2014.3.7

  The regio- and enantioselective allylic amination of racemic monosubstituted allylic esters, such as 1-arylallyl acetates, with cyclic secondary amines has been accomplished. The RuCl3/(S,S)-ip-pybox catalyst system has effectively catalyzed the reaction to afford the enantiomerically enriched branch-type allylic amines with perfect regioselectivity and high enantioselectivity.