1-{4-[(1E)-4-hydroxy-2-methyl-4-phenylbut-1-en-1-yl]phenyl}ethanone

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1-{4-[(1E)-4-hydroxy-2-methyl-4-phenylbut-1-en-1-yl]phenyl}ethanone
• 英文别名: 1-[4-[(E)-4-hydroxy-2-methyl-4-phenylbut-1-enyl]phenyl]ethanone
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: ZYIVOFFYCJOCOO-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3E)-4-[dimethyl(2-methylprop-2-en-1-yl)silyl]-3-methyl-1-phenylbut-3-en-1-ol 、 4-碘代苯乙酮 在 tris(dibenzylideneacetone)dipalladium (0) 、 乙醇 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.5h， 以83%的产率得到1-{4-[(1E)-4-hydroxy-2-methyl-4-phenylbut-1-en-1-yl]phenyl}ethanone
  参考文献：
  名称：

  All-Carbon-Substituted Vinylsilane Stable to TBAF:  Synthesis of Allyldimethylvinylsilane and Its Pd-Catalyzed Cross-Coupling under Mild Conditions

  摘要：

  Allyldimethylvinylsilanes 3 are easily synthesized by the reaction of silylallylmetals, generated from 1 by n-BuLi/t-BuOK, with carbonyl compounds in the absence or presence of metal halides. They can tolerate 2 equiv of TBAF in THF at room temperature for at least 6 h but can be easily activated in the presence of a palladium catalyst and TBAF to perform the cross-coupling reaction with aryl iodides at room temperature.

  DOI：

  10.1021/ol061288l

文献信息

• All-Carbon-Substituted Vinylsilane Stable to TBAF:  Synthesis of Allyldimethylvinylsilane and Its Pd-Catalyzed Cross-Coupling under Mild Conditions
  作者：Lianhai Li、Neenah Navasero

  DOI：10.1021/ol061288l

  日期：2006.8.1

  Allyldimethylvinylsilanes 3 are easily synthesized by the reaction of silylallylmetals, generated from 1 by n-BuLi/t-BuOK, with carbonyl compounds in the absence or presence of metal halides. They can tolerate 2 equiv of TBAF in THF at room temperature for at least 6 h but can be easily activated in the presence of a palladium catalyst and TBAF to perform the cross-coupling reaction with aryl iodides at room temperature.