syn-methyl 2-(trifluoromethyl)-3-hydroxy-3-phenylpropanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: syn-methyl 2-(trifluoromethyl)-3-hydroxy-3-phenylpropanoate
• 英文别名: methyl 3,3,3-trifluoro-2-(hydroxy(phenyl)methyl)propanoate；methyl (2R)-3,3,3-trifluoro-2-[(R)-hydroxy(phenyl)methyl]propanoate
• 化学式: C₁₁H₁₁F₃O₃
• 分子量: 248.202
• InChiKey: ANKQAPVODRPIGL-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  三氟丙酸甲酯 、 苯甲醛 在 三氟甲磺酸二丁硼 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.17h， 生成 anti-methyl 2-(trifluoromethyl)-3-hydroxy-3-phenylpropanoate 、 syn-methyl 2-(trifluoromethyl)-3-hydroxy-3-phenylpropanoate
  参考文献：
  名称：

  Bis-exo-2-norbornylboron Triflate for Stereospecific Enolization of 3,3,3-Trifluoropropionates

  摘要：

  The first boron-mediated enolization-aldolization of 3.3,3-Influoropropionates has been reported The preparation and application of bis-exobicyclo[221]heptan-2-ylboron Inflate as a superior reagent for diastereospecific enolization has also been described.

  DOI：

  10.1021/ol1016178

文献信息

• Manganese-Catalyzed Aerobic Oxytrifluoromethylation of Styrene Derivatives Using CF₃SO₂Na as the Trifluoromethyl Source
  作者：Yi Yang、Yingle Liu、Yan Jiang、Yu Zhang、David A. Vicic

  DOI：10.1021/acs.joc.5b00781

  日期：2015.7.2

  A mild and practical protocol for manganese-catalyzed aerobic oxytrifluoromethylation of olefinic bonds of styrene derivatives using CF3SO2Na (Langlois' reagent) as the CF3 source is described. A distinguishing feature of this method is the generation of trifluoromethyl radicals from CF3SO2Na using the simple manganese salt/O-2 system. The reaction proceeds under ambient conditions, free of added peroxide initiators, and provides moderate to good selectivities for alcohol versus ketone product.
• Bis-<i>exo</i>-2-norbornylboron Triflate for Stereospecific Enolization of 3,3,3-Trifluoropropionates
  作者：P. Veeraraghavan Ramachandran、Gowrisankar Parthasarathy、Pravin D. Gagare

  DOI：10.1021/ol1016178

  日期：2010.10.15

  The first boron-mediated enolization-aldolization of 3.3,3-Influoropropionates has been reported The preparation and application of bis-exobicyclo[221]heptan-2-ylboron Inflate as a superior reagent for diastereospecific enolization has also been described.