(R)-1-(3-trifluoromethylphenyl)-3-phenylprop-2-yn-1-ol | 1017806-44-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (R)-1-(3-trifluoromethylphenyl)-3-phenylprop-2-yn-1-ol
• CAS: 1017806-44-8
• 化学式: C₁₆H₁₁F₃O
• 分子量: 276.258
• InChiKey: IXZPBBQBNTWHAG-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  3-三氟甲基苯甲醛 、 苯乙炔 在 diethylzinc 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 16.0h， 生成 (S)-1-(3-trifluoromethylphenyl)-3-phenylprop-2-yn-1-ol 、 (R)-1-(3-trifluoromethylphenyl)-3-phenylprop-2-yn-1-ol
  参考文献：
  名称：

  Tf-based sulfamide-amine alcohol-catalyzed enantioselective alkynylation of aldehydes

  摘要：

  A series of new chiral Tf-based sulfamide-amine alcohols (Tf-based SAA) were synthesized from natural chiral (-)-ephedrine and aziridines derived from commercially available chiral amino alcohols. Among these ligands, 3a was found to be more effective for the addition reaction of alkynylzinc to aromatic aldehyes at room temperature without using other kinds of metal species, providing 81-92% ee and up to 99% yields. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.131

文献信息

• Methylsulfonyl-Based Sulfamide-Amine Alcohol as a Ligand for Enantioselective Alkynylation of Aldehydes
  作者：Wei JIN、Yongbo HUANG、Boshun WAN

  DOI：10.1016/s1872-2067(10)60106-4

  日期：2010.1

  Chiral methylsulfonyl-based sulfamide-amine alcohol (SAA) ligands were synthesized from commercially available starting materials in two simple steps Methylsulfonyl-based SAA ligands catalyzed the asymmetric alkynylation of various aldehydes using alkynylzinc to provide chiral propargyl alcohols with moderate to good enantioselectivity up to 83% ee