(S)-(+)-3-(4-nitrophenyl)-1-phenyl-pentan-1-one | 1353013-24-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (S)-(+)-3-(4-nitrophenyl)-1-phenyl-pentan-1-one
• CAS: 1353013-24-7
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: MJVYMYGGIOMITF-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  60.21
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  diethylzinc 、 4-硝基查耳酮 在 (S,E)-N-((4,6-di-tert-butylpyridin-2-yl)methylene)-1-(diphenylphosphino)-3,3-dimethylbutan-2-amine 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (R)-(-)-3-(4-nitrophenyl)-1-phenyl-pentan-1-one 、 (S)-(+)-3-(4-nitrophenyl)-1-phenyl-pentan-1-one
  参考文献：
  名称：

  Enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones using a novel N,N,P–Cu(II) complex

  摘要：

  Enantioselective copper-catalyzed 1,4-additions of dialkylzincs to enones were carried out in the presence of 1 mol % of Cu(OTf)(2) and 2.5 mol % of an N,N,P-ligand possessing a tert-butyl group at the adjacent position of the nitrogen of pyridine to afford the corresponding 1,4-adducts in up to 98% ee. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.010

文献信息

• Synthesis of novel carbohydrate-based chiral P, N ligands and their applications in Cu-catalyzed enantioselective 1, 4-conjugate additions
  作者：Haijun Xia、Hua Yan、Chao Shen、Fangyi Shen、Pengfei Zhang

  DOI：10.1016/j.catcom.2011.09.021

  日期：2011.11

  A new type of phosphate-pyridine (P, N) ligand derived from D-glucosamine and BINOL was synthesized and successfully applied in Cu-catalyzed enantioselective conjugate addition of diethylzinc to chalcones for the first time, high yields and enantioselectivities were obtained when the ligand 10a which contains (S)-BINOL was used. The results also showed that the configuration of BINOL at the ligand backbone had remarkable effects on the activities and enantioselectivities. (C) 2011 Elsevier B.V. All rights reserved.