(Z)-1-(N-p-tosyl-2-aziridinyl)ethanone O-benzyl oxime | 1017252-70-8

• 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: (Z)-1-(N-p-tosyl-2-aziridinyl)ethanone O-benzyl oxime
• 英文别名: (Z)-1-[1-(4-methylphenyl)sulfonylaziridin-2-yl]-N-phenylmethoxyethanimine
• CAS: 1017252-70-8
• 化学式: C₁₈H₂₀N₂O₃S
• 分子量: 344.434
• InChiKey: MLMYWVDGOIUVAI-CYVLTUHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  67.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-1-(N-p-tosyl-2-aziridinyl)ethanone O-benzyl oxime 、 苯甲醛 在 titanium(IV) isopropylate 、 碘化钛(IV) 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 4-hydroxy-4-phenyl-3-[(p-tosylamino)methyl]butan-2-one O-benzyl oxime 、 4-hydroxy-4-phenyl-3-[(p-tosylamino)methyl]butan-2-one O-benzyl oxime
  参考文献：
  名称：

  Titanium Tetraiodide Promoted Reductive Opening of 2-(1-Benzyloxyiminoethyl)aziridines, Leading to Aza-Aldol Reaction

  摘要：

  Reductive ring-opening of 2-(1-benzyloxyiminoethyl)aziridines was regioselectively carried out with titanium tetraiodide to form the titanium aza-enolates, which in turn were subjected to addition reaction with aldehydes to give aza-aldol products in good yields with high diastereoselectivities.

  DOI：

  10.3987/com-07-s(w)43
• 作为产物：
  描述：

  [(N-tosylimino)iodo]benzene 、 But-3-en-2-one O-benzyl-oxime 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以46%的产率得到(Z)-1-(N-p-tosyl-2-aziridinyl)ethanone O-benzyl oxime
  参考文献：
  名称：

  Titanium Tetraiodide Promoted Reductive Opening of 2-(1-Benzyloxyiminoethyl)aziridines, Leading to Aza-Aldol Reaction

  摘要：

  Reductive ring-opening of 2-(1-benzyloxyiminoethyl)aziridines was regioselectively carried out with titanium tetraiodide to form the titanium aza-enolates, which in turn were subjected to addition reaction with aldehydes to give aza-aldol products in good yields with high diastereoselectivities.

  DOI：

  10.3987/com-07-s(w)43

文献信息

• Titanium Tetraiodide Promoted Reductive Opening of 2-(1-Benzyloxyiminoethyl)aziridines, Leading to Aza-Aldol Reaction
  作者：Makoto Shimizu、Shuji Nishiura、Iwao Hachiya

  DOI：10.3987/com-07-s(w)43

  日期：——

  Reductive ring-opening of 2-(1-benzyloxyiminoethyl)aziridines was regioselectively carried out with titanium tetraiodide to form the titanium aza-enolates, which in turn were subjected to addition reaction with aldehydes to give aza-aldol products in good yields with high diastereoselectivities.