(2R,3R)-4,4,4-Trifluoro-2,3-dihydroxy-2-methyl-1-p-tolyl-butan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R)-4,4,4-Trifluoro-2,3-dihydroxy-2-methyl-1-p-tolyl-butan-1-one
• 英文别名: (alphaR,betaR)-4',alpha-Dimethyl-alpha,beta-dihydroxy-gamma,gamma,gamma-trifluorobutyrophenone；(2R,3R)-4,4,4-trifluoro-2,3-dihydroxy-2-methyl-1-(4-methylphenyl)butan-1-one
• 化学式: C₁₂H₁₃F₃O₃
• 分子量: 262.229
• InChiKey: VFVUPASAIXUFHK-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 (R)-binaphthol-derived titanium complex 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 (2R,3R)-4,4,4-Trifluoro-2,3-dihydroxy-2-methyl-1-p-tolyl-butan-1-one
  参考文献：
  名称：

  Asymmetric Catalytic Friedel−Crafts Reaction of Silyl Enol Ethers with Fluoral:  A Possible Mechanism of the Mukaiyama-Aldol Reactions

  摘要：

  [GRAPHICS]The catalytic asymmetric Friedel-Crafts reaction of silyl enol ethers with fluoral proceeds under Mukaiyama-aldol conditions to give silyl enol ether products. The sequential diastereoselective reactions of the resultant silyl enol ethers with electrophiles provide highly enantiopure functionalized organofluorine compounds of material and pharmaceutical interest.

  DOI：

  10.1021/ol990330s

文献信息

• Asymmetric Friedel–Crafts reactions of vinyl ethers with fluoral catalyzed by chiral binaphthol-derived titanium catalysts
  作者：Akihiro Ishii、Koichi Mikami

  DOI：10.1016/s0022-1139(99)00025-1

  日期：1999.7

  Asymmetric Friedel–Crafts reactions of vinyl ethers with fluoral catalyzed by chiral binaphthol-derived titanium catalysts gave reactive vinyl ether products. Sequential diastereoselective reactions of resultant vinyl ethers with m-CPBA provided highly functionalized organofluorine compounds in high enantiomeric purity.

  乙烯基醚与手性联萘酚衍生的钛催化剂催化的氟原子的不对称Friedel-Crafts反应产生了活性乙烯基醚产物。所得乙烯基醚的具有顺序非对映选择性反应米-CPBA只要高度官能化在高对映体纯度有机氟化合物。
• Asymmetric Catalytic Friedel−Crafts Reaction of Silyl Enol Ethers with Fluoral:  A Possible Mechanism of the Mukaiyama-Aldol Reactions
  作者：Akihiro Ishii、Jun Kojima、Koichi Mikami

  DOI：10.1021/ol990330s

  日期：1999.12.1

  [GRAPHICS]The catalytic asymmetric Friedel-Crafts reaction of silyl enol ethers with fluoral proceeds under Mukaiyama-aldol conditions to give silyl enol ether products. The sequential diastereoselective reactions of the resultant silyl enol ethers with electrophiles provide highly enantiopure functionalized organofluorine compounds of material and pharmaceutical interest.