(Z)-ethyl 3-phenoxyhex-2-enoate | 1613614-22-4

• 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: (Z)-ethyl 3-phenoxyhex-2-enoate
• 英文别名: ethyl (Z)-3-phenoxyhex-2-enoate
• CAS: 1613614-22-4
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: PUJTYMYRNNWQOS-QBFSEMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  diphenyliodonium triflate 、 丁酰乙酸乙酯 在 copper(l) iodide 、 lithium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 60.0h， 以87%的产率得到(Z)-ethyl 3-phenoxyhex-2-enoate
  参考文献：
  名称：

  Copper-Catalyzed Regio- and Stereoselective O-Arylation of Enolates

  摘要：

  Copper-catalyzed O-arylation of enolates with diaryliodonium salts as arylating reagents was realized successfully. As important building blocks, β-aryloxy carbonyl compounds were obtained in up to 98% yield under mild conditions, and complete control of O-arylation and Z-stereoselectivity were achieved. The origin of the selectivity was also discussed.

  DOI：

  10.1021/ol501434d

文献信息

• Copper-Catalyzed Regio- and Stereoselective O-Arylation of Enolates
  作者：Ze-Feng Xu、Chen-Xin Cai、Min Jiang、Jin-Tao Liu

  DOI：10.1021/ol501434d

  日期：2014.7.3

  Copper-catalyzed O-arylation of enolates with diaryliodonium salts as arylating reagents was realized successfully. As important building blocks, β-aryloxy carbonyl compounds were obtained in up to 98% yield under mild conditions, and complete control of O-arylation and Z-stereoselectivity were achieved. The origin of the selectivity was also discussed.