9-trimethylsilyl-1-phenoxy-4,7-nonadien-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 9-trimethylsilyl-1-phenoxy-4,7-nonadien-2-ol
• 英文别名: (4Z,7Z)-1-phenoxy-9-trimethylsilylnona-4,7-dien-2-ol
• 化学式: C₁₈H₂₈O₂Si
• 分子量: 304.505
• InChiKey: UBXBXMXCWGFWCU-IGJCCDITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-trimethylsilyl-1-phenoxy-4,7-nonadien-2-ol 在 2,6-二甲基吡啶 、 trifluoromethanesulfonic acid anhydride 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以69%的产率得到[2-(2-ethenylcyclopropyl)cyclopropyl]methoxybenzene
  参考文献：
  名称：

  Oligocyclopropane Structural Units from Cationic Intermediates

  摘要：

  [GRAPHICS]syn- and anti-bis-cyclopropanes have been efficiently prepared through two distinct routes via the trapping of cyclopropylcarbinyl cationic intermediates. A ring-closing olefin metathesis for the formation of the necessary allylsilane precursors highlights the initial route. The cyclopropanation step proceeds in good yield to provide exclusively trans-vinylcyclopropanes. Iteration of the sequence has provided an efficient route to bis-cyclopropanes. The stereospecificity of the second cyclization was shown to be dependent on distal functionality. An alternative approach produces these interesting structural units from skipped dienes in a single step.

  DOI：

  10.1021/ol990221d
• 作为产物：
  描述：

  苯基缩水甘油醚 在 Lindlar's catalyst 吡啶 、 copper(l) iodide 、 正丁基锂 、 四溴化碳 、 氢气 、 sodium carbonate 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 78.83h， 生成 9-trimethylsilyl-1-phenoxy-4,7-nonadien-2-ol
  参考文献：
  名称：

  Oligocyclopropane Structural Units from Cationic Intermediates

  摘要：

  [GRAPHICS]syn- and anti-bis-cyclopropanes have been efficiently prepared through two distinct routes via the trapping of cyclopropylcarbinyl cationic intermediates. A ring-closing olefin metathesis for the formation of the necessary allylsilane precursors highlights the initial route. The cyclopropanation step proceeds in good yield to provide exclusively trans-vinylcyclopropanes. Iteration of the sequence has provided an efficient route to bis-cyclopropanes. The stereospecificity of the second cyclization was shown to be dependent on distal functionality. An alternative approach produces these interesting structural units from skipped dienes in a single step.

  DOI：

  10.1021/ol990221d

文献信息

• Oligocyclopropane Structural Units from Cationic Intermediates
  作者：Richard E. Taylor、F. Conrad Engelhardt、Haiqing Yuan

  DOI：10.1021/ol990221d

  日期：1999.10.1

  [GRAPHICS]syn- and anti-bis-cyclopropanes have been efficiently prepared through two distinct routes via the trapping of cyclopropylcarbinyl cationic intermediates. A ring-closing olefin metathesis for the formation of the necessary allylsilane precursors highlights the initial route. The cyclopropanation step proceeds in good yield to provide exclusively trans-vinylcyclopropanes. Iteration of the sequence has provided an efficient route to bis-cyclopropanes. The stereospecificity of the second cyclization was shown to be dependent on distal functionality. An alternative approach produces these interesting structural units from skipped dienes in a single step.