(Z)-2-triethylsilyloxyhept-2-enal | 379717-27-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (Z)-2-triethylsilyloxyhept-2-enal
• CAS: 379717-27-8
• 化学式: C₁₃H₂₆O₂Si
• 分子量: 242.434
• InChiKey: HRGHOQBGKVURAO-QBFSEMIESA-N

物化性质

• 沸点：
  292.8±23.0 °C(Predicted)
• 密度：
  0.878±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  呋喃 、 (Z)-2-triethylsilyloxyhept-2-enal 在 二甲基氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (1R,2R,4S,5S)-2-butyl-4-triethylsilyloxy-8-oxabicyclo[3.2.1]oct-6-en-3-one 、 (1S,2R,4S,5R)-2-butyl-4-triethylsilyloxy-8-oxabicyclo[3.2.1]oct-6-en-3-one
  参考文献：
  名称：

  Stereoselective Preparation of (Z)-2-(Trialkylsilyloxy)-2-alkenals by Retrocycloaddition Reactions of 4H-4-Alkyl-5-(trialkylsilyloxy)-1,3-dioxins. Useful Reactants for Lewis Acid Catalyzed [4 + 3] Cyclizations

  摘要：

  [GRAPHICS]Retrocycloadditions of 4H-4-alkyl-5-(trialylsilyloxy)-1,3-dioxins proceed smoothly in refluxing toluene to afford (Z)-2-(trialkylsilyloxy)-2-alkenals with complete stereos electivity. These enals undergo Sasaki-type [4 + 3] cyclizations with dienes in the presence of Lewis acids, in many instances with excellent regio- and/or stereoselectivity.

  DOI：

  10.1021/ol016668f
• 作为产物：
  描述：

  (4-butyl-2,2-dimethyl-4H-1,3-dioxin-5-yl)oxy-triethylsilane 以 甲苯 为溶剂， 反应 3.0h， 以87%的产率得到(Z)-2-triethylsilyloxyhept-2-enal
  参考文献：
  名称：

  Stereoselective Preparation of (Z)-2-(Trialkylsilyloxy)-2-alkenals by Retrocycloaddition Reactions of 4H-4-Alkyl-5-(trialkylsilyloxy)-1,3-dioxins. Useful Reactants for Lewis Acid Catalyzed [4 + 3] Cyclizations

  摘要：

  [GRAPHICS]Retrocycloadditions of 4H-4-alkyl-5-(trialylsilyloxy)-1,3-dioxins proceed smoothly in refluxing toluene to afford (Z)-2-(trialkylsilyloxy)-2-alkenals with complete stereos electivity. These enals undergo Sasaki-type [4 + 3] cyclizations with dienes in the presence of Lewis acids, in many instances with excellent regio- and/or stereoselectivity.

  DOI：

  10.1021/ol016668f

文献信息

• Stereoselective Preparation of (<i>Z</i>)-2-(Trialkylsilyloxy)-2-alkenals by Retrocycloaddition Reactions of 4<i>H</i>-4-Alkyl-5-(trialkylsilyloxy)-1,3-dioxins. Useful Reactants for Lewis Acid Catalyzed [4 + 3] Cyclizations
  作者：Ronald A. Aungst、Raymond L. Funk

  DOI：10.1021/ol016668f

  日期：2001.11.1

  [GRAPHICS]Retrocycloadditions of 4H-4-alkyl-5-(trialylsilyloxy)-1,3-dioxins proceed smoothly in refluxing toluene to afford (Z)-2-(trialkylsilyloxy)-2-alkenals with complete stereos electivity. These enals undergo Sasaki-type [4 + 3] cyclizations with dienes in the presence of Lewis acids, in many instances with excellent regio- and/or stereoselectivity.