(R)-3-amino-2,2-difluoro-1,3-diphenylpropan-1-one | 1277192-15-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (R)-3-amino-2,2-difluoro-1,3-diphenylpropan-1-one
• 英文别名: (3R)-3-amino-2,2-difluoro-1,3-diphenylpropan-1-one
• CAS: 1277192-15-0
• 化学式: C₁₅H₁₃F₂NO
• 分子量: 261.271
• InChiKey: WUYGMXOWLBRNGH-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-3-(4-methoxyphenylamino)-2,2-difluoro-1,3-diphenylpropan-1-one 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以99%的产率得到(R)-3-amino-2,2-difluoro-1,3-diphenylpropan-1-one
  参考文献：
  名称：

  Chiral Phosphoric Acid Catalyzed Enantioselective Synthesis of β-Amino-α,α-difluoro Carbonyl Compounds

  摘要：

  A biphenol-based chiral phosphoric acid bearing a 9-anthryl group at each of the 3,3'-positions catalyzed the asymmetric Mannich-type reaction of N-Boc Imine with difluoroenol silyl ethers In the presence of MS3A In THF to afford beta-amino-alpha,alpha-difluoroketones In good yields and with excellent enantioselectivities. Optically pure 3,3-difluoroazetidin-2-one was readily synthesized from the Mannich-adduct.

  DOI：

  10.1021/ol200374m

文献信息

• Chiral Phosphoric Acid Catalyzed Enantioselective Synthesis of β-Amino-α,α-difluoro Carbonyl Compounds
  作者：Wataru Kashikura、Keiji Mori、Takahiko Akiyama

  DOI：10.1021/ol200374m

  日期：2011.4.1

  A biphenol-based chiral phosphoric acid bearing a 9-anthryl group at each of the 3,3'-positions catalyzed the asymmetric Mannich-type reaction of N-Boc Imine with difluoroenol silyl ethers In the presence of MS3A In THF to afford beta-amino-alpha,alpha-difluoroketones In good yields and with excellent enantioselectivities. Optically pure 3,3-difluoroazetidin-2-one was readily synthesized from the Mannich-adduct.