(I+/-R)-I+/--[2-(3-Fluorophenyl)ethynyl]benzenemethanol | 1186329-55-4

• 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: (I+/-R)-I+/--[2-(3-Fluorophenyl)ethynyl]benzenemethanol
• 英文别名: (1R)-3-(3-fluorophenyl)-1-phenylprop-2-yn-1-ol
• CAS: 1186329-55-4
• 化学式: C₁₅H₁₁FO
• 分子量: 226.25
• InChiKey: GKWZRGALAIPIDI-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-乙炔基-3-氟苯 、 苯甲醛 在 Dimethylzinc 、 (1S,2R)-1-phenyl-2-(piperidin-1-yl)-3-(trityloxy)propane-1-thiol 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 6.0h， 生成 (1S)-3-(3-fluorophenyl)-1-phenylprop-2-yn-1-ol 、 (I+/-R)-I+/--[2-(3-Fluorophenyl)ethynyl]benzenemethanol
  参考文献：
  名称：

  Amino thiols versus amino alcohols in the asymmetric alkynylzinc addition to aldehydes

  摘要：

  A series of modular amino thiol and amino alcohol ligands have been synthesized in enantiopure form from common enantiopure precursors. Their structures have been optimized for performance in the asymmetric alkynylzinc addition to aldehydes, and a direct comparison of the effect of the S and 0 coordinating atoms on the catalytic outcome of these ligands has been performed. Amino thiols have shown to be superior as ligands for this type of chemistry. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.029

文献信息

• Enantioselective addition of phenylacetylene to aldehydes catalyzed by a d-glucosamine-derived sulfonamide–titanium complex
  作者：Tomasz Bauer、Sławomir Smoliński、Przemysław Gaweł、Janusz Jurczak

  DOI：10.1016/j.tetlet.2011.07.051

  日期：2011.7

  ligands in titanium tetraisopropoxide promoted enantioselective addition of phenylacetylene to benzaldehyde and selected aromatic and aliphatic aldehydes. The N-3,5-bis(trifluoromethyl)benzenesulfonamido-d-glucosamine derivative was chosen as the most efficient ligand for this addition. The reaction is highly enantioselective for several aromatic aldehydes and enantiomeric excesses up to 92% were obtained

  我们提出了从d-葡萄糖胺衍生的β-羟基磺酰胺的合成及其在四异丙醇钛中作为配体的应用，促进了苯乙炔对苯甲醛的对映选择性加成，以及选定的芳族和脂族醛。所述Ñ -3,5-二（三氟甲基）苯磺酰氨基-d葡糖胺衍生物被选择作为最有效的配体这种添加。该反应对于几种芳族醛是高度对映选择性的，并且得到高达92％的对映体过量。
• Amino thiols versus amino alcohols in the asymmetric alkynylzinc addition to aldehydes
  作者：Sílvia Subirats、Ciril Jimeno、Miquel A. Pericàs

  DOI：10.1016/j.tetasy.2009.05.029

  日期：2009.7

  A series of modular amino thiol and amino alcohol ligands have been synthesized in enantiopure form from common enantiopure precursors. Their structures have been optimized for performance in the asymmetric alkynylzinc addition to aldehydes, and a direct comparison of the effect of the S and 0 coordinating atoms on the catalytic outcome of these ligands has been performed. Amino thiols have shown to be superior as ligands for this type of chemistry. (C) 2009 Elsevier Ltd. All rights reserved.