(S)-2,2-difluoro-1-(4-methoxyphenyl)but-3-en-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-2,2-difluoro-1-(4-methoxyphenyl)but-3-en-1-ol
• 英文别名: (1S)-2,2-difluoro-1-(4-methoxyphenyl)but-3-en-1-ol
• 化学式: C₁₁H₁₂F₂O₂
• 分子量: 214.212
• InChiKey: BMYDKZKLFIGRDW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1R,3S)-1,2,2-trimethylcyclopent-1,3-diyl (4R)-2-(3,3-difluoroprop-2-enyl)-4-phenyl-1,3,2-dioxaborolane 、 4-甲氧基苯甲醛 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 为溶剂， 反应 110.0h， 以20%的产率得到
  参考文献：
  名称：

  B-(3,3-Difluoroallyl)diisopinocampheylborane for the Enantioselective Fluoroallylboration of Aldehydes

  摘要：

  The fluoroallylboration of aldehydes with B-(3,3-difluoroallyl)diisopinocampheylborane, which was prepared via the hydroboration of 1,1-difluoroallene, provides chiral 2,2-gem-difluorinated homoallylic alcohols in good yields and 91-97% ee.

  DOI：

  10.1021/jo300970z

文献信息

• Synthesis of optically active 2,2-difluorohomoallylalcohols by lipase-catalyzed transesterification
  作者：Masayuki Kirihara、Masashi Kawasaki、Hiroki Katsumata、Hiroko Kakuda、Motoo Shiro、Shigeki Kawabata

  DOI：10.1016/s0957-4166(02)00612-2

  日期：2002.10

  Racemic 2,2-difluorohotnoallylalcohols could be resolved into (R)-alcohols and (S)-acetates through Pseudomonas fluorescens lipase-catalyzed enantioselective transesterification. The utility of the resulting chiral, non-racemic 2,2-difluorohomoallylalcohols was demonstrated by conversion of one of the (S)-acetates into a synthetically important 2,2-difluoro-3-hydroxycarboxylate derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.
• <i>B</i>-(3,3-Difluoroallyl)diisopinocampheylborane for the Enantioselective Fluoroallylboration of Aldehydes
  作者：P. Veeraraghavan Ramachandran、Agnieszka Tafelska-Kaczmarek、Anamitra Chatterjee

  DOI：10.1021/jo300970z

  日期：2012.10.19

  The fluoroallylboration of aldehydes with B-(3,3-difluoroallyl)diisopinocampheylborane, which was prepared via the hydroboration of 1,1-difluoroallene, provides chiral 2,2-gem-difluorinated homoallylic alcohols in good yields and 91-97% ee.