(1R)-3-(3-chlorophenyl)-1-phenylprop-2-yn-1-ol | 1186329-56-5

• 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: (1R)-3-(3-chlorophenyl)-1-phenylprop-2-yn-1-ol
• CAS: 1186329-56-5
• 化学式: C₁₅H₁₁ClO
• 分子量: 242.705
• InChiKey: RNEOTLBDYIYZJI-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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：
  1

反应信息

• 作为产物：
  描述：

  3-氯苯乙炔 、 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-chlorophenyl)-1-phenylprop-2-yn-1-ol 、 (1R)-3-(3-chlorophenyl)-1-phenylprop-2-yn-1-ol
  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

• 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.