(E)-1-(1-heptenyl)-4-tert-butyl-1-cyclohexene

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-1-(1-heptenyl)-4-tert-butyl-1-cyclohexene
• 英文别名: 4-tert-butyl-1-[(E)-hept-1-enyl]cyclohexene
• 化学式: C₁₇H₃₀
• 分子量: 234.425
• InChiKey: XPDIJCJUECRZFZ-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 、 (E)-dimethyl-(1-heptenyl)silanol 在 palladium(II) bromide di-tert-butylbiphenylphosphine 、 四丁基氟化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以62%的产率得到(E)-1-(1-heptenyl)-4-tert-butyl-1-cyclohexene
  参考文献：
  名称：

  Cross-Coupling Reactions of Alkenylsilanols with Fluoroalkylsulfonates

  摘要：

  [GRAPHIC]The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)- and (Z)-heptenyidimethylsilanois with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.

  DOI：

  10.1021/ol026900x

文献信息

• Cross-Coupling Reactions of Alkenylsilanols with Fluoroalkylsulfonates
  作者：Scott E. Denmark、Ramzi F. Sweis

  DOI：10.1021/ol026900x

  日期：2002.10.1

  [GRAPHIC]The design and development of an effective protocol for the palladium-catalyzed cross-coupling of (E)- and (Z)-heptenyidimethylsilanois with organo-triflates and nonaflates is described. Optimization of this coupling focused on the issues of both reactivity and stability of the psuedohalides in the presence of the nucleophilic fluoride promoter for the coupling. The crucial role of varying amounts of water to modulate the reactivity of the fluoride ion is highlighted.