2-benzyl-3-quinuclidone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-benzyl-3-quinuclidone
• 英文别名: (2S)-2-benzyl-1-azabicyclo[2.2.2]octan-3-one
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: UGYHGZBKZOGBMP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyl-3-quinuclidone 在 aluminum isopropoxide 、 异丙醇 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 6.17h， 生成 (2R,3R)-2-benzyl-3-hydroxy-quinuclidinium (S)-pyroglutamate
  参考文献：
  名称：

  Enantioselective PTC: Varying the cinchona alkaloid motive

  摘要：

  Enantiopure phase transfer catalysts 3a-j, 4a-j, 5, 8a-j, 9a,b, 10a,b were prepared which represent changes in the fundamental structure of the alkaloids. These were tested in three enantioselective model reactions. It turned out that both the quinoline group carrying side arm and the quinuclidine core are important features of PT catalysts for highly enantioselective reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00210-0

文献信息

• Enantioselective PTC: Varying the cinchona alkaloid motive
  作者：Eckehard Volker Dehmlow、Stefan Wagner、Achim Müller

  DOI：10.1016/s0040-4020(99)00210-0

  日期：1999.5

  Enantiopure phase transfer catalysts 3a-j, 4a-j, 5, 8a-j, 9a,b, 10a,b were prepared which represent changes in the fundamental structure of the alkaloids. These were tested in three enantioselective model reactions. It turned out that both the quinoline group carrying side arm and the quinuclidine core are important features of PT catalysts for highly enantioselective reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.