dimethyl (2E,4E)-3-phenylhexa-2,4-dienedioate | 1429784-58-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: dimethyl (2E,4E)-3-phenylhexa-2,4-dienedioate
• CAS: 1429784-58-6
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: AGILDXBFCYIESY-CDKJVOIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  在 三(二甲胺基)膦 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以33%的产率得到dimethyl (2E,4E)-3-phenylhexa-2,4-dienedioate
  参考文献：
  名称：

  Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

  摘要：

  A reductive homocondensation of E-benzylidenepyruvate esters mediated by P(NMe2)(3) is described. The transformation, initiated by the Kukhtin-Ramirez addition of the phosphorus reagent to the vinyl-substituted alpha-dicarbonyl substrate, proceeds via a resonance delocalized oxyphosphonium dienolate intermediate to provide access to diverse oxygenated heterocycles as a function of the substituent.

  DOI：

  10.1021/ol400576e

文献信息

• Nucleophilic Conjugate 1,5-Addition of Gilman Reagents to (E)-Hex-2-en-4-ynedioates: An Access to β(γ′)-Substituted Muconates
  作者：Shih-Ching Chuang、Hung-Che Tai、Arjun Chavan

  DOI：10.1055/s-0034-1378856

  日期：——

  An unusual nucleophilic conjugate addition of organocuprates to enynedioates resulted in chemo- and regioselective formation of ()-addition products, rather than ()-addition products, in moderate to good yields. This addition pattern is different from that with organophosphanes or alkyl amines, and presents a short and efficient method for the preparation of various ()-alkyl- or -aryl-substituted muconates compared with other synthetic approaches.