1-(2-(benzyloxy)-1,1-difluoroallyl)cyclohexanol | 1179357-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(benzyloxy)-1,1-difluoroallyl)cyclohexanol
• CAS: 1179357-18-6
• 化学式: C₁₆H₂₀F₂O₂
• 分子量: 282.33
• InChiKey: DZNFEYAKRXCVFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2-(benzyloxy)-1,1-difluoroallyl)cyclohexanol 在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到1,1-difluoro-1-(1-hydroxycyclohexyl)propan-2-one
  参考文献：
  名称：

  Facile allylboration of ketones with β-benzyloxy-γ,γ-difluoroallylboronate: Preparation of gem-difluorinated homoallylic tert-alcohols

  摘要：

  The reaction of beta-benzyloxy-gamma,gamma-difluoroallylboronate, at room temperature and in the absence of catalysts, with a variety of aromatic and aliphatic ketones of varying sterics and electronic requirements furnishes fluorinated homoallylic tert-alcohols in 62-82% yields. Representatives of these alcohols were converted to their corresponding alpha,alpha-difluoro-beta-hydroxy ketones in 73-85% yields. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.014
• 作为产物：
  描述：

  diisopropyl 2-(benzyloxy)-3,3-difluoroallylboronate 、 环己酮 以 正戊烷 为溶剂， 反应 8.0h， 以69%的产率得到1-(2-(benzyloxy)-1,1-difluoroallyl)cyclohexanol
  参考文献：
  名称：

  Facile allylboration of ketones with β-benzyloxy-γ,γ-difluoroallylboronate: Preparation of gem-difluorinated homoallylic tert-alcohols

  摘要：

  The reaction of beta-benzyloxy-gamma,gamma-difluoroallylboronate, at room temperature and in the absence of catalysts, with a variety of aromatic and aliphatic ketones of varying sterics and electronic requirements furnishes fluorinated homoallylic tert-alcohols in 62-82% yields. Representatives of these alcohols were converted to their corresponding alpha,alpha-difluoro-beta-hydroxy ketones in 73-85% yields. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.014