3,3-difluoroundec-1-en-4-ol | 1400566-67-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 3,3-difluoroundec-1-en-4-ol
• 英文别名: 3,3-Difluoroundec-1-en-4-ol
• CAS: 1400566-67-7
• 化学式: C₁₁H₂₀F₂O
• 分子量: 206.276
• InChiKey: KONWICWKECUUFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-difluoroundec-1-en-4-ol 在 bis(acetylacetonate)nickel(II) 、 四溴化碳 、 三苯基膦 、 苯基二环己基膦 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.5h， 生成 anti-3-fluoro-1-(furan-2-yl)-2-phenethylpent-3-en-1-ol
  参考文献：
  名称：

  Regio- and Diastereoselective Nickel-Catalyzed Allylation of Aromatic Aldehydes with α-Halo-β,β-difluoropropene Derivatives

  摘要：

  A one-pot nickel-catalyzed allylation of aromatic aldehydes with alpha-halo-beta,beta-difluoropropene-containing compounds promoted by ZnEt2 under mild conditions was described. The reaction displays moderate to good regio- and diastereoselectivity, tolerates a wide range of functional groups, and provides an efficient method for the synthesis of gamma-fluorinated homoallylic alcohols.

  DOI：

  10.1021/jo301688d
• 作为产物：
  描述：

  3-溴-3,3-二氟丙烯 、 正辛醛 在 indium 作用下， 以 四氢呋喃 、 水 为溶剂， 以76%的产率得到3,3-difluoroundec-1-en-4-ol
  参考文献：
  名称：

  Regio- and Diastereoselective Nickel-Catalyzed Allylation of Aromatic Aldehydes with α-Halo-β,β-difluoropropene Derivatives

  摘要：

  A one-pot nickel-catalyzed allylation of aromatic aldehydes with alpha-halo-beta,beta-difluoropropene-containing compounds promoted by ZnEt2 under mild conditions was described. The reaction displays moderate to good regio- and diastereoselectivity, tolerates a wide range of functional groups, and provides an efficient method for the synthesis of gamma-fluorinated homoallylic alcohols.

  DOI：

  10.1021/jo301688d

文献信息

• Palladium-Catalyzed Anti-Markovnikov Hydroalkylation of Homoallylic Alcohols Bearing β-Fluorines
  作者：Xiaowei Lin、Feng-Ling Qing

  DOI：10.1021/ol402032a

  日期：2013.9.6

  A palladium-catalyzed anti-Markovnikov hydroalkylation of beta,beta-difluorinated homoallylic alcohols with alkylzinc reagents has been developed. This method affords a wide range of synthetically useful gem-difluorinated compounds with good functional group compatibility.
• Regio- and Diastereoselective Nickel-Catalyzed Allylation of Aromatic Aldehydes with α-Halo-β,β-difluoropropene Derivatives
  作者：Xiaowei Lin、Feng Zheng、Feng-Ling Qing

  DOI：10.1021/jo301688d

  日期：2012.10.5

  A one-pot nickel-catalyzed allylation of aromatic aldehydes with alpha-halo-beta,beta-difluoropropene-containing compounds promoted by ZnEt2 under mild conditions was described. The reaction displays moderate to good regio- and diastereoselectivity, tolerates a wide range of functional groups, and provides an efficient method for the synthesis of gamma-fluorinated homoallylic alcohols.