2-[(1S)-3-(3-bromophenyl)-3-oxo-1-phenylpropyl]propanedinitrile | 1040232-88-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-[(1S)-3-(3-bromophenyl)-3-oxo-1-phenylpropyl]propanedinitrile
• CAS: 1040232-88-9
• 化学式: C₁₈H₁₃BrN₂O
• 分子量: 353.218
• InChiKey: ACBXDZIJQREOEO-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苄烯丙二腈 、 3'-溴苯乙酮 在 对甲苯磺酸 、 9-氨基-(9-脱氧)表辛可宁三盐酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 生成 、 2-[(1S)-3-(3-bromophenyl)-3-oxo-1-phenylpropyl]propanedinitrile
  参考文献：
  名称：

  Organocatalytic asymmetric direct Michael addition of aromatic ketones to alkylidenemalononitriles

  摘要：

  The asymmetric direct Michael addition of aromatic ketones to highly active alkylidenemalononitriles was investigated by employing a chiral primary amine 9-amino-9-deoxyepicinchonine. In general modest to good enantioselectivities (71-84% ee) could be obtained in acceptable isolated yields (48-85%) for an array of substrates. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.069

文献信息

• Organocatalytic asymmetric direct Michael addition of aromatic ketones to alkylidenemalononitriles
  作者：Lei Yue、Wei Du、Yan-Kai Liu、Ying-Chun Chen

  DOI：10.1016/j.tetlet.2008.04.069

  日期：2008.6

  The asymmetric direct Michael addition of aromatic ketones to highly active alkylidenemalononitriles was investigated by employing a chiral primary amine 9-amino-9-deoxyepicinchonine. In general modest to good enantioselectivities (71-84% ee) could be obtained in acceptable isolated yields (48-85%) for an array of substrates. (c) 2008 Elsevier Ltd. All rights reserved.