2-(N-benzyl-N-diphenylphosphino-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole

• 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-(N-benzyl-N-diphenylphosphino-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole
• 英文别名: N-diphenylphosphanyl-1-phenyl-N-[[2-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]phenyl]methyl]methanamine
• 化学式: C₃₂H₃₃N₂OP
• 分子量: 492.601
• InChiKey: ADBWBWXISUBZHU-WJOKGBTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氰基溴苄 在 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 氯苯 为溶剂， 反应 40.0h， 生成 2-(N-benzyl-N-diphenylphosphino-2-aminomethylphenyl)-(4S)-4-isopropyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Aminophosphine–oxazoline and phosphoramidite–oxazoline ligands and their application in asymmetric catalysis

  摘要：

  The synthesis of a novel series of aminophosphine-oxazoline and phosphoramidite-oxazoline is described. The efficacy of these aminophosphine-oxazoline ligands was investigated in the palladium catalysed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate leading to a maximum of 38% ee at 64% conversion. Phosphoramidite-oxazoline ligands, however, gave ees of up to 87% at 71% conversion in the same reaction and also proved to be effective in the palladium catalysed asymmetric Suzuki coupling between 2-methylnaphthylboronic acid and 1-bromonaphthalene, leading to a maximum of 46% ee in 54% isolated yield at room temperature. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2007.04.020

文献信息

• Aminophosphine–oxazoline and phosphoramidite–oxazoline ligands and their application in asymmetric catalysis
  作者：Raymond P.J. Bronger、Patrick J. Guiry

  DOI：10.1016/j.tetasy.2007.04.020

  日期：2007.5

  The synthesis of a novel series of aminophosphine-oxazoline and phosphoramidite-oxazoline is described. The efficacy of these aminophosphine-oxazoline ligands was investigated in the palladium catalysed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate leading to a maximum of 38% ee at 64% conversion. Phosphoramidite-oxazoline ligands, however, gave ees of up to 87% at 71% conversion in the same reaction and also proved to be effective in the palladium catalysed asymmetric Suzuki coupling between 2-methylnaphthylboronic acid and 1-bromonaphthalene, leading to a maximum of 46% ee in 54% isolated yield at room temperature. (C) 2007 Published by Elsevier Ltd.