| 1416917-97-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 1416917-97-9
• 化学式: C₁₀H₁₇NO₂
• 分子量: 183.25
• InChiKey: CXAGMOOGCIZAMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  在 1,10-菲罗啉 、 亚碘酰苯 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到(6S)-5,5-dimethyl-7-propan-2-ylidene-3-oxa-1-azabicyclo[4.1.0]heptan-2-one
  参考文献：
  名称：

  Chemoselective Allene Aziridination via Ag(I) Catalysis

  摘要：

  Allene aziridination generates useful bicyclic methylene aziridine scaffolds that can be flexibly transformed into a range of stereochemically complex and densely functionalized amine-containing stereotriads. The scope of this chemistry has been limited by the poor chemoselectivity that often results when typical dinuclear Rh(II) catalysts are employed with homoallenic carbamates. Herein, Ag(I) catalysts that significantly improve the scope and yield of bicyclic methylene aziridines that can be prepared via allene aziridination are described.

  DOI：

  10.1021/ol303167n
• 作为产物：
  描述：

  2,2,5-Trimethyl-3,4-hexadien-1-ol 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Chemoselective Allene Aziridination via Ag(I) Catalysis

  摘要：

  Allene aziridination generates useful bicyclic methylene aziridine scaffolds that can be flexibly transformed into a range of stereochemically complex and densely functionalized amine-containing stereotriads. The scope of this chemistry has been limited by the poor chemoselectivity that often results when typical dinuclear Rh(II) catalysts are employed with homoallenic carbamates. Herein, Ag(I) catalysts that significantly improve the scope and yield of bicyclic methylene aziridines that can be prepared via allene aziridination are described.

  DOI：

  10.1021/ol303167n

文献信息

• Tunable, Chemoselective Amination <i>via</i> Silver Catalysis
  作者：Jared W. Rigoli、Cale D. Weatherly、Juliet M. Alderson、Brian T. Vo、Jennifer M. Schomaker

  DOI：10.1021/ja406654y

  日期：2013.11.20

  Organic N-containing compounds, including amines, are essential components of many biologically and pharmaceutically important molecules. One strategy for introducing nitrogen into substrates with multiple reactive bonds is to insert a monovalent N fragment (nitrene or nitrenoid) into a C H bond or add it directly to a C=C bond. However, it has been challenging to develop well-defined catalysts capable of promoting predictable and chemoselective aminations solely through reagent control. Herein, we report remarkable chemoselective aminations that employ a single metal (Ag) and a single ligand (phenanthroline) to promote either aziridination or C H insertion by manipulating the coordination geometry of the active catalysts.