(+/-)-3,3-dimethyl-2-(2-pyridyl)-2-butanol N-oxide | 188199-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (+/-)-3,3-dimethyl-2-(2-pyridyl)-2-butanol N-oxide
• 英文别名: 3,3-Dimethyl-2-(1-oxidopyridin-1-ium-2-yl)butan-2-ol
• CAS: 188199-93-1
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: QUSCVSWJAWMBNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  45.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-3,3-dimethyl-2-(2-pyridyl)-2-butanol N-oxide 在 二甲氨基甲酰氯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 6-(1,2,2-Trimethyl-1-trimethylsilanyloxy-propyl)-pyridine-2-carboximidic acid methyl ester
  参考文献：
  名称：

  Enantioselective Allylic Substitutions Catalyzed by [(Hydroxyalkyl)pyridinooxazoline]- and [(Alkoxyalkyl)pyridinooxazoline]palladium Complexes

  摘要：

  Highly enantioselective (up to >99% eel palladium-catalyzed substitution of rac-3-diphenyl-2-propenyl acetate with dimethyl malonate as nucleophile was achieved using 2-(1-hydroxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines and 2-(1-alkoxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines as ligands for palladium. The selectivity was found to be highly dependent on the nature of the substituents on the ligand and on the relative configuration of the two stereogenic centers present in the ligand. The results are discussed in terms of the conformation of the ligands in the intermediate pi-allylpalladium complexes.

  DOI：

  10.1021/jo961490+
• 作为产物：
  描述：

  2,2-二甲基-1-(2-吡啶基)-1-丙酮 在 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 (+/-)-3,3-dimethyl-2-(2-pyridyl)-2-butanol N-oxide
  参考文献：
  名称：

  Enantioselective Allylic Substitutions Catalyzed by [(Hydroxyalkyl)pyridinooxazoline]- and [(Alkoxyalkyl)pyridinooxazoline]palladium Complexes

  摘要：

  Highly enantioselective (up to >99% eel palladium-catalyzed substitution of rac-3-diphenyl-2-propenyl acetate with dimethyl malonate as nucleophile was achieved using 2-(1-hydroxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines and 2-(1-alkoxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines as ligands for palladium. The selectivity was found to be highly dependent on the nature of the substituents on the ligand and on the relative configuration of the two stereogenic centers present in the ligand. The results are discussed in terms of the conformation of the ligands in the intermediate pi-allylpalladium complexes.

  DOI：

  10.1021/jo961490+

文献信息

• Enantioselective Allylic Substitutions Catalyzed by [(Hydroxyalkyl)pyridinooxazoline]- and [(Alkoxyalkyl)pyridinooxazoline]palladium Complexes
  作者：Kerstin Nordström、Emmanuel Macedo、Christina Moberg

  DOI：10.1021/jo961490+

  日期：1997.3.1

  Highly enantioselective (up to >99% eel palladium-catalyzed substitution of rac-3-diphenyl-2-propenyl acetate with dimethyl malonate as nucleophile was achieved using 2-(1-hydroxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines and 2-(1-alkoxyalkyl)-6-(4,5-dihydro-2-oxazolyl)pyridines as ligands for palladium. The selectivity was found to be highly dependent on the nature of the substituents on the ligand and on the relative configuration of the two stereogenic centers present in the ligand. The results are discussed in terms of the conformation of the ligands in the intermediate pi-allylpalladium complexes.