1-triethylsilyl-3-phenyl-3-trifluoromethylprop-1-yn-3-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-triethylsilyl-3-phenyl-3-trifluoromethylprop-1-yn-3-ol
• 英文别名: 1,1,1-Trifluoro-2-phenyl-4-triethylsilylbut-3-yn-2-ol；1,1,1-trifluoro-2-phenyl-4-triethylsilylbut-3-yn-2-ol
• 化学式: C₁₆H₂₁F₃OSi
• 分子量: 314.423
• InChiKey: ODJGPPDIVXKGJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三乙基矽乙炔 、 2,2,2-三氟苯乙酮 在 potassium tert-butylate 、 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以40%的产率得到1-triethylsilyl-3-phenyl-3-trifluoromethylprop-1-yn-3-ol
  参考文献：
  名称：

  Copper(I) Alkoxide-Catalyzed Alkynylation of Trifluoromethyl Ketones

  摘要：

  A general method for direct alkynylation of trifluoromethyl ketones was developed by using (CuOBu)-Bu-t-xantphos or phenanthroline complexes as catalysts. The ligands significantly enhanced the catalyst activity. In addition, KOTf, generated in the catalyst preparation step, exhibited some acceleration effects. A preliminary extension to a catalytic enantioselective CF3-substituted tertiary propargyl alcohol synthesis (up to 52% ee) is also described.

  DOI：

  10.1021/ol071003k

文献信息

• Copper(I) Alkoxide-Catalyzed Alkynylation of Trifluoromethyl Ketones
  作者：Rie Motoki、Motomu Kanai、Masakatsu Shibasaki

  DOI：10.1021/ol071003k

  日期：2007.8.1

  A general method for direct alkynylation of trifluoromethyl ketones was developed by using (CuOBu)-Bu-t-xantphos or phenanthroline complexes as catalysts. The ligands significantly enhanced the catalyst activity. In addition, KOTf, generated in the catalyst preparation step, exhibited some acceleration effects. A preliminary extension to a catalytic enantioselective CF3-substituted tertiary propargyl alcohol synthesis (up to 52% ee) is also described.