(R)-3-(4-acetylphenyl)-3-(4-methoxyphenyl)propanal

• 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: (R)-3-(4-acetylphenyl)-3-(4-methoxyphenyl)propanal
• 英文别名: (3R)-3-(4-acetylphenyl)-3-(4-methoxyphenyl)propanal
• 化学式: C₁₈H₁₈O₃
• 分子量: 282.339
• InChiKey: DLTNYULQVNWSES-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基肉桂醛 、 4-乙酰基苯硼酸 在 氢氧化钾 、 bis(ethylene)rhodium(I) chloride dimer 、 chiral substituted bicyclo[2.2.2]octa-2,5-diene 作用下， 以 甲醇 为溶剂， 反应 1.25h， 生成 (S)-3-(4-acetylphenyl)-3-(4-methoxyphenyl)propanal 、 (R)-3-(4-acetylphenyl)-3-(4-methoxyphenyl)propanal
  参考文献：
  名称：

  Asymmetric Synthesis of 3,3-Diarylpropanals with Chiral Diene−Rhodium Catalysts

  摘要：

  A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The addition of both electron-poor as well as electron-rich boronic acids proceeds smoothly with various enals in 63-90% yield with high enantioselectivities (89-93% ee).

  DOI：

  10.1021/ja053270w

文献信息

• Asymmetric Synthesis of 3,3-Diarylpropanals with Chiral Diene−Rhodium Catalysts
  作者：Jean-François Paquin、Christian Defieber、Corey R. J. Stephenson、Erick M. Carreira

  DOI：10.1021/ja053270w

  日期：2005.8.1

  A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The addition of both electron-poor as well as electron-rich boronic acids proceeds smoothly with various enals in 63-90% yield with high enantioselectivities (89-93% ee).