(S)-2-(2,6-dimethylphenyl)-4-(2-((2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy)propan-2-yl)-4,5-dihydrooxazole | 1186000-59-8

• 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: (S)-2-(2,6-dimethylphenyl)-4-(2-((2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy)propan-2-yl)-4,5-dihydrooxazole
• CAS: 1186000-59-8
• 化学式: C₄₂H₅₈NO₄P
• 分子量: 671.901
• InChiKey: LUJGGFUXIZMXPB-XIFFEERXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.15
• 重原子数：
  48.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  57.1
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 (S)-2-(2,6-dimethylphenyl)-4-(2-((2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy)propan-2-yl)-4,5-dihydrooxazole 、 四(3,5-二(三氟甲基)苯基)硼酸钠 以 二氯甲烷 、 水 为溶剂， 以91%的产率得到
  参考文献：
  名称：

  Iridium Phosphite−Oxazoline Catalysts for the Highly Enantioselective Hydrogenation of Terminal Alkenes

  摘要：

  A modular library of readily available phosphite-oxazoline ligands (L1-L16a-f) has been successfully applied for the first time in the Ir-catalyzed asymmetric hydrogenation of a broad range of highly unfunctionalized 1,1,-disubstituted terminal alkenes. Enantioselectivities up to >99% and full conversions were obtained in several 1, 1 -disubstituted alkenes, including substrate classes that have never been asymmetrically hydrogenated before (i.e,, 1,1-heteoraryl-alkyl, 1,1-diaryl, trifluoromethyl, etc.). The results indicated that these catalytic systems have high tolerance to the steric and electronic requirements of the substrate and also to the presence of a neighboring polar group. The asymmetric hydrogenations were also performed using propylene carbonate as solvent, which allowed the It catalyst to be reused and maintained the excellent enantioselectivities.

  DOI：

  10.1021/ja904152r
• 作为产物：
  描述：

  (S)-2-(2-(2,6-dimethylphenyl)-4,5-dihydrooxazol-4-yl)propan-2-ol 、 3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite 在 吡啶 作用下， 以 甲苯 为溶剂， 以69%的产率得到(S)-2-(2,6-dimethylphenyl)-4-(2-((2,4,8,10-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy)propan-2-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  Iridium Phosphite−Oxazoline Catalysts for the Highly Enantioselective Hydrogenation of Terminal Alkenes

  摘要：

  A modular library of readily available phosphite-oxazoline ligands (L1-L16a-f) has been successfully applied for the first time in the Ir-catalyzed asymmetric hydrogenation of a broad range of highly unfunctionalized 1,1,-disubstituted terminal alkenes. Enantioselectivities up to >99% and full conversions were obtained in several 1, 1 -disubstituted alkenes, including substrate classes that have never been asymmetrically hydrogenated before (i.e,, 1,1-heteoraryl-alkyl, 1,1-diaryl, trifluoromethyl, etc.). The results indicated that these catalytic systems have high tolerance to the steric and electronic requirements of the substrate and also to the presence of a neighboring polar group. The asymmetric hydrogenations were also performed using propylene carbonate as solvent, which allowed the It catalyst to be reused and maintained the excellent enantioselectivities.

  DOI：

  10.1021/ja904152r