ethyl (E,5R)-5-formyl-8-phenyloct-6-enoate | 1449245-88-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E,5R)-5-formyl-8-phenyloct-6-enoate
• CAS: 1449245-88-8
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: FSUSEXHNGFGHSH-RFKZRZAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  6-氧代己酸乙酯 、 反式-3-苯基丙烯-1-基-硼酸 在 甲基硼酸 、 (2S,5S)-2-tert-butyl-3-methyl-5-(naphthalen-1-ylmethyl)imidazolidin-4-one trifluoroacetic acid salt 、 氧气 、 copper diacetate 作用下， 以 乙酸乙酯 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成 ethyl (E,5R)-5-formyl-8-phenyloct-6-enoate
  参考文献：
  名称：

  Enantioselective α-Alkenylation of Aldehydes with Boronic Acids via the Synergistic Combination of Copper(II) and Amine Catalysis

  摘要：

  The enantioselective alpha-alkenylation of aldehydes has been accomplished using boronic acids via the synergistic combination of copper and chiral amine catalysis. The merger of two highly utilized and robust catalytic systems has allowed for the development of a mild and operationally trivial protocol for the direct formation of alpha-formyl olefins employing common building blocks for organic synthesis.

  DOI：

  10.1021/ja406356c

文献信息

• Enantioselective α-Alkenylation of Aldehydes with Boronic Acids via the Synergistic Combination of Copper(II) and Amine Catalysis
  作者：Jason M. Stevens、David W. C. MacMillan

  DOI：10.1021/ja406356c

  日期：2013.8.14

  The enantioselective alpha-alkenylation of aldehydes has been accomplished using boronic acids via the synergistic combination of copper and chiral amine catalysis. The merger of two highly utilized and robust catalytic systems has allowed for the development of a mild and operationally trivial protocol for the direct formation of alpha-formyl olefins employing common building blocks for organic synthesis.