(3R,4S)-3,4-diisopropoxycyclobut-1-ene | 1392223-26-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S)-3,4-diisopropoxycyclobut-1-ene
• 英文别名: (3R,4S)-3,4-di(propan-2-yloxy)cyclobutene
• CAS: 1392223-26-5
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: ZUISSRPQJNBLOG-AOOOYVTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S,S)-(MesC3H2N2Ph2C6H4C6H4O)RuI(CHC6H3PhOi-Pr) 、 (3R,4S)-3,4-diisopropoxycyclobut-1-ene 以 氘代苯 为溶剂， 以42%的产率得到
  参考文献：
  名称：

  Synthesis, Isolation, Characterization, and Reactivity of High-Energy Stereogenic-at-Ru Carbenes: Stereochemical Inversion through Olefin Metathesis and Other Pathways

  摘要：

  The synthesis, isolation, purification (routine silica gel chromatography), and spectroscopic characterization of high-energy endo stereogenic-at-Ru complex isomers, generated by ring-opening/cross-metathesis (ROCM) reaction of the corresponding exo carbenes, are disclosed. We provide experimental evidence showing that an endo isomer can undergo thermal or Bronsted acid-catalyzed polytopal rearrangement, causing conversion to the energetically favored exo carbene.

  DOI：

  10.1021/ja3056722
• 作为产物：
  描述：

  cis-3,4-dichlorocyclobutene 、 异丙醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.25h， 以23%的产率得到(3R,4S)-3,4-diisopropoxycyclobut-1-ene
  参考文献：
  名称：

  Synthesis, Isolation, Characterization, and Reactivity of High-Energy Stereogenic-at-Ru Carbenes: Stereochemical Inversion through Olefin Metathesis and Other Pathways

  摘要：

  The synthesis, isolation, purification (routine silica gel chromatography), and spectroscopic characterization of high-energy endo stereogenic-at-Ru complex isomers, generated by ring-opening/cross-metathesis (ROCM) reaction of the corresponding exo carbenes, are disclosed. We provide experimental evidence showing that an endo isomer can undergo thermal or Bronsted acid-catalyzed polytopal rearrangement, causing conversion to the energetically favored exo carbene.

  DOI：

  10.1021/ja3056722