Dimethyl 2-[5-(4-methoxyphenyl)-3,3-dimethylhexylidene]propanedioate | 866466-93-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Dimethyl 2-[5-(4-methoxyphenyl)-3,3-dimethylhexylidene]propanedioate
• 英文别名: dimethyl 2-[5-(4-methoxyphenyl)-3,3-dimethylhexylidene]propanedioate
• CAS: 866466-93-5
• 化学式: C₂₀H₂₈O₅
• 分子量: 348.439
• InChiKey: HDRHOJWOIXCKPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dimethyl 2-[5-(4-methoxyphenyl)-3,3-dimethylhexylidene]propanedioate 在 氯化铂 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到Dimethyl 2-(4-methoxyphenyl)-2,4,4-trimethylcyclohexane-1,1-dicarboxylate
  参考文献：
  名称：

  Room Temperature Hydroalkylation of Electron-Deficient Olefins:  sp³ C−H Functionalization via a Lewis Acid-Catalyzed Intramolecular Redox Event

  摘要：

  A practical method for the intramolecular hydroalkylation of electron-deficient olefins has been developed. The direct transformation of benzylic, tertiary, and sterically hindered secondary sp3 C-H bonds into C-C bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence.

  DOI：

  10.1021/ja053337f
• 作为产物：
  描述：

  6-庚烯-2-酮,4,4-二甲基- 在 三乙基硅烷 、 sodium periodate 、 四氧化锇 、 三氟化硼乙醚 、 L-脯氨酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 24.0h， 生成 Dimethyl 2-[5-(4-methoxyphenyl)-3,3-dimethylhexylidene]propanedioate
  参考文献：
  名称：

  Room Temperature Hydroalkylation of Electron-Deficient Olefins:  sp³ C−H Functionalization via a Lewis Acid-Catalyzed Intramolecular Redox Event

  摘要：

  A practical method for the intramolecular hydroalkylation of electron-deficient olefins has been developed. The direct transformation of benzylic, tertiary, and sterically hindered secondary sp3 C-H bonds into C-C bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence.

  DOI：

  10.1021/ja053337f

文献信息

• Room Temperature Hydroalkylation of Electron-Deficient Olefins:  sp³ C−H Functionalization via a Lewis Acid-Catalyzed Intramolecular Redox Event
  作者：Stefan J. Pastine、Kevin M. McQuaid、Dalibor Sames

  DOI：10.1021/ja053337f

  日期：2005.9.1

  A practical method for the intramolecular hydroalkylation of electron-deficient olefins has been developed. The direct transformation of benzylic, tertiary, and sterically hindered secondary sp3 C-H bonds into C-C bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence.