(E)-5-(4-chlorophenyl)-2,2-dimethylpent-4-enoic acid | 1408286-30-5

• 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: (E)-5-(4-chlorophenyl)-2,2-dimethylpent-4-enoic acid
• CAS: 1408286-30-5
• 化学式: C₁₃H₁₅ClO₂
• 分子量: 238.714
• InChiKey: RUBNLFAVKQWAOA-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-5-(4-chlorophenyl)-2,2-dimethylpent-4-enoic acid 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到(E)-5-(4-chlorophenyl)-2,2-dimethylpent-4-en-1-ol
  参考文献：
  名称：

  Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols

  摘要：

  A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing Catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenyl-malononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity, In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.

  DOI：

  10.1021/ja309635w
• 作为产物：
  描述：

  1-(4-chlorophenyl)allyl isobutyrate 在 正丁基锂 、 三乙胺 、 lithium hexamethyldisilazane 、 三甲基氯硅烷 、 盐酸 作用下， 以 正己烷 、 甲苯 、 水 为溶剂， 反应 3.0h， 以36%的产率得到(E)-5-(4-chlorophenyl)-2,2-dimethylpent-4-enoic acid
  参考文献：
  名称：

  Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols

  摘要：

  A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing Catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenyl-malononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity, In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.

  DOI：

  10.1021/ja309635w

文献信息

• Synthesis of Antitricyclic Morpholine Derivatives through Iodine(III)-Mediated Intramolecular Umpolung Cycloaddition of Olefins
  作者：Yangyang Feng、Chenglin Yang、Qingfu Deng、Ruimei Xiong、Xiaohui Zhang、Yan Xiong

  DOI：10.1021/acs.joc.0c00286

  日期：2020.3.20

  A (diacetoxyiodo)benzene-mediated intramolecular cycloaddition of olefins to construct tricyclic morpholines is presented. A series of substituted tricyclic morpholines were obtained in one-step simple operation under mild conditions, and the NMR studies were employed to see the interaction of reactants. The studies on stereochemistry showed that transformation of Z-alkene was inhibited, which is interpreted

  提出了一种由（二乙酰氧基碘）苯介导的烯烃分子内环加成反应以构建三环吗啉。在温和条件下，一步操作即可获得一系列取代的三环吗啉，并进行NMR研究以了解反应物的相互作用。立体化学研究表明，Z-烯烃的转化受到抑制，这可以通过DFT在Z-和E-过渡态模型上的计算来解释，只有E-烯烃才能产生反环加成产物，单晶X证明了这一点。射线衍射分析。