N-[(1S,2S)-2-[benzylidene(oxido)azaniumyl]cyclohexyl]-1-phenylmethanimine oxide | 1248591-85-6

• 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: N-[(1S,2S)-2-[benzylidene(oxido)azaniumyl]cyclohexyl]-1-phenylmethanimine oxide
• CAS: 1248591-85-6
• 化学式: C₂₀H₂₂N₂O₂
• 分子量: 322.407
• InChiKey: WBADPGXFPLONRV-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S,S)-N,N'-dihydroxyl-1,2-cyclohexanediamine dihydrochloride 、 苯甲醛 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以98%的产率得到N-[(1S,2S)-2-[benzylidene(oxido)azaniumyl]cyclohexyl]-1-phenylmethanimine oxide
  参考文献：
  名称：

  Development of chiral dinitrones as modular Lewis base catalysts: asymmetric allylation of aldehydes with allyltrichlorosilanes

  摘要：

  Chiral dinitrones were synthesized by the condensation of a C-2-symmetrical chiral dihydroxylamine with various aldehydes. The electronic and steric properties of the dinitrones can be modified by changing the aldehyde component. The activity of dinitrones as Lewis base catalysts was examined for the asymmetric allylation of aldehydes with allyltrichlorosilanes. Using DMPU as an additive in chloroform, the reaction proceeded at room temperature to afford allylated products in good yields and good enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.048

文献信息

• Development of chiral dinitrones as modular Lewis base catalysts: asymmetric allylation of aldehydes with allyltrichlorosilanes
  作者：Young Seon Oh、Shunsuke Kotani、Masaharu Sugiura、Makoto Nakajima

  DOI：10.1016/j.tetasy.2010.05.048

  日期：2010.8

  Chiral dinitrones were synthesized by the condensation of a C-2-symmetrical chiral dihydroxylamine with various aldehydes. The electronic and steric properties of the dinitrones can be modified by changing the aldehyde component. The activity of dinitrones as Lewis base catalysts was examined for the asymmetric allylation of aldehydes with allyltrichlorosilanes. Using DMPU as an additive in chloroform, the reaction proceeded at room temperature to afford allylated products in good yields and good enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.