diisopropyl 1,2,3,3a-tetrahydropyrrolo[1,2-a]quinoline-4,4(5H)-dicarboxylate | 1097259-35-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: diisopropyl 1,2,3,3a-tetrahydropyrrolo[1,2-a]quinoline-4,4(5H)-dicarboxylate
• 英文别名: dipropan-2-yl 2,3,3a,5-tetrahydro-1H-pyrrolo[1,2-a]quinoline-4,4-dicarboxylate
• CAS: 1097259-35-2
• 化学式: C₂₀H₂₇NO₄
• 分子量: 345.439
• InChiKey: GYJWMUIXMTVADD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diisopropyl 2-(2-(pyrrolidin-1-yl)benzylidene)malonate 在 gadolinium(III) trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以87%的产率得到diisopropyl 1,2,3,3a-tetrahydropyrrolo[1,2-a]quinoline-4,4(5H)-dicarboxylate
  参考文献：
  名称：

  Lewis Acid Catalyzed Formation of Tetrahydroquinolines via an Intramolecular Redox Process

  摘要：

  Polycyclic tetrahydroquinolines were prepared by an efficient Lewis acid catalyzed 1,5-hydride shift, ring closure sequence. Gadolinium triflate was Identified as a catalyst that Is superior to scandium triflate as well as other Lewis acids. An approach toward a catalytic enantioselective variant Is also described.

  DOI：

  10.1021/ol802519r

文献信息

• Lewis Acid Catalyzed Formation of Tetrahydroquinolines via an Intramolecular Redox Process
  作者：Sandip Murarka、Chen Zhang、Marlena D. Konieczynska、Daniel Seidel

  DOI：10.1021/ol802519r

  日期：2009.1.1

  Polycyclic tetrahydroquinolines were prepared by an efficient Lewis acid catalyzed 1,5-hydride shift, ring closure sequence. Gadolinium triflate was Identified as a catalyst that Is superior to scandium triflate as well as other Lewis acids. An approach toward a catalytic enantioselective variant Is also described.