(E)-6-(4-bromophenyl)hex-5-enal | 1311160-77-6

• 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: (E)-6-(4-bromophenyl)hex-5-enal
• CAS: 1311160-77-6
• 化学式: C₁₂H₁₃BrO
• 分子量: 253.139
• InChiKey: KRRAZSPRXWDNCG-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  反式硝基苯乙烯 、 (E)-6-(4-bromophenyl)hex-5-enal 、 苯佐卡因 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 溶剂黄146 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 以73%的产率得到(3R,3aS,9R,9aS)-ethyl 9-(4-bromophenyl)-3-((S)-2-nitro-1-phenylethyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinoline-7-carboxylate
  参考文献：
  名称：

  Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[b]quinoline Derivatives

  摘要：

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.

  DOI：

  10.1021/ol201328s
• 作为产物：
  描述：

  trans-6-p-Brom-phenyl-hexen-(5)-ol-(1) 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以232 mg的产率得到(E)-6-(4-bromophenyl)hex-5-enal
  参考文献：
  名称：

  Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[b]quinoline Derivatives

  摘要：

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.

  DOI：

  10.1021/ol201328s

文献信息

• Asymmetric Organocatalytic Synthesis of Complex Cyclopenta[<i>b</i>]quinoline Derivatives
  作者：Kim L. Jensen、Gustav Dickmeiss、Bjarke S. Donslund、Pernille H. Poulsen、Karl Anker Jørgensen

  DOI：10.1021/ol201328s

  日期：2011.7.15

  An efficient one-pot procedure that provides a direct access to polycyclic hexahydrocyclopenta[b]quinoline derivatives having five stereogenic centers has been developed. The system displays great tolerance toward different aldehydes, anilines, and nitroalkenes. The products are obtained In high yields and excellent enantio- and diastereoselectivities.