2-(1'-tosylaziridin-2'-yl)propan-2-ol

• 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: 2-(1'-tosylaziridin-2'-yl)propan-2-ol
• 英文别名: 2-[1-(4-Methylphenyl)sulfonylaziridin-2-yl]propan-2-ol
• 化学式: C₁₂H₁₇NO₃S
• 分子量: 255.338
• InChiKey: ASMHXSJKMRRTHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-3-丁烯-2-醇 、 bromamine T 在 双(乙腈)氯化钯(II) 作用下， 以 乙腈 为溶剂， 反应 17.0h， 以21%的产率得到2-(1'-tosylaziridin-2'-yl)propan-2-ol
  参考文献：
  名称：

  Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism

  摘要：

  The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.020

文献信息

• Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism
  作者：Alexandra M.M. Antunes、Vasco D.B. Bonifácio、Susana C.C. Nascimento、Ana M. Lobo、Paula S. Branco、Sundaresan Prabhakar

  DOI：10.1016/j.tet.2007.05.020

  日期：2007.7

  The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.