syn/anti-1-(1,2-epoxycyclopentyl)ethanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: syn/anti-1-(1,2-epoxycyclopentyl)ethanol
• 英文别名: 1-(6-Oxabicyclo[3.1.0]hexan-1-yl)ethanol
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: AQJYPYFWGGOIEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-环戊烯甲醛 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 作用下， 以 乙醚 、 苯 为溶剂， 反应 2.0h， 生成 syn/anti-1-(1,2-epoxycyclopentyl)ethanol
  参考文献：
  名称：

  Efficient routes to cyclic 2,3-epoxyalcohols from cycloalkenyl ketones, via cycloalkenyl alcohols

  摘要：

  The minimising of torsional strain and non-bonding interactions is proposed as the explanation of high diastereoselectivity observed in the epoxidation of cycloalkenyl alcohols. reported for twenty three examples. The resulting 2,3-epoxyalcohols are key intermediates in the synthesis of tricyclic 1, 2-diols and beta-hydroxy ketones

  DOI：

  10.1016/s0040-4020(01)80560-3

文献信息

• Efficient routes to cyclic 2,3-epoxyalcohols from cycloalkenyl ketones, via cycloalkenyl alcohols
  作者：Charles M. Marson、Andrew J. Walker、Jane Pickering、Steven Harper、Roger Wrigglesworth、Simon J. Edge

  DOI：10.1016/s0040-4020(01)80560-3

  日期：1993.1

  The minimising of torsional strain and non-bonding interactions is proposed as the explanation of high diastereoselectivity observed in the epoxidation of cycloalkenyl alcohols. reported for twenty three examples. The resulting 2,3-epoxyalcohols are key intermediates in the synthesis of tricyclic 1, 2-diols and beta-hydroxy ketones