(2Z)-3-[(3-oxo-1-cyclohexen-1-yl)oxy]-2-propenoic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2Z)-3-[(3-oxo-1-cyclohexen-1-yl)oxy]-2-propenoic acid ethyl ester
• 英文别名: ethyl (Z)-3-(3-oxocyclohexen-1-yl)oxyprop-2-enoate
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: KYDNXYLRVGEMCP-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 、 丙炔酸乙酯 在 dichlorotricarbonylruthenium(II) dimer 作用下， 以 苯 为溶剂， 反应 5.0h， 以91%的产率得到(2Z)-3-[(3-oxo-1-cyclohexen-1-yl)oxy]-2-propenoic acid ethyl ester
  参考文献：
  名称：

  Ruthenium-Catalyzed Addition of 1,3-Diketones to Terminal Alkynes

  摘要：

  Ruthenium complex [RuCl2(CO)(3)](2) catalyzes the addition of 1,3-diketones to terminal alkynes. We observed C-addition with acyclic 1,3-diketones, whereas the use of cyclic 1,3-diketones systematically led to O-addition reactions.

  DOI：

  10.1055/s-0033-1339708

文献信息

• Unusual O-conjugate addition reactions of β-ketoesters and 1,3-diketones to ethyl propynoate: applications to the synthesis of furans
  作者：Jinsung Tae、Kwang-Ok Kim

  DOI：10.1016/s0040-4039(03)00151-5

  日期：2003.3

  Divinyl ethers were synthesized from 1,3-dicarbonyl compounds. Reactions of beta-ketoesters and 1,3-diketones with ethyl propynoate in the presence of N-methylmorpholine produced unusual O-conjugate addition products in good yields. The divinyl ethers derived from 1,3-diketones were utilized for the synthesis of 2,3,5-trisubstituted furans under the standard radical cyclization conditions. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Ruthenium-Catalyzed Addition of 1,3-Diketones to Terminal Alkynes
  作者：Takahide Fukuyama、Ilhyong Ryu、Benjamin Léotard、Yuki Higashibeppu、Célia Brancour、Hiromi Okamoto

  DOI：10.1055/s-0033-1339708

  日期：——

  Ruthenium complex [RuCl2(CO)(3)](2) catalyzes the addition of 1,3-diketones to terminal alkynes. We observed C-addition with acyclic 1,3-diketones, whereas the use of cyclic 1,3-diketones systematically led to O-addition reactions.