(Z)-1-phenylmethoxy-6-trimethylsilylhex-4-en-2-ol | 153922-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-phenylmethoxy-6-trimethylsilylhex-4-en-2-ol
• CAS: 153922-93-1
• 化学式: C₁₆H₂₆O₂Si
• 分子量: 278.467
• InChiKey: XHUFPDPNHXTAJE-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (Z)-1-phenylmethoxy-6-trimethylsilylhex-4-en-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 0.08h， 以175 mg的产率得到[(1R,2S)-2-ethenylcyclopropyl]methoxymethylbenzene
  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：

  苄基缩水甘油醚 在 [bis(tricyclohexylphosphine)](benzylidene) Ru(IV) dichloride 咪唑 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.25h， 生成 (Z)-1-phenylmethoxy-6-trimethylsilylhex-4-en-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

• Stereoselective approach to trisubstituted tetrahydrofurans
  作者：Peter Mohr

  DOI：10.1016/s0040-4039(00)73723-3

  日期：1993.9

  Functionalized allylsilanes 1 undergo with acetals 2 under mild Broensted acid catalysis a transacetalization-ring closure reaction to afford in fair to good yield and high diastereoselectivity all-cis-tetrahydrofurans 3. The stereochemical outcome is independent of the double bond geometry.
• 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.