(2R,5S)-1-aza-4,4-diphenyl-2-(5'-hydroxy-2'-diphenylphosphino)phenyl-3-oxabicyclo[3.3.0]octane | 862297-23-2

• 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: (2R,5S)-1-aza-4,4-diphenyl-2-(5'-hydroxy-2'-diphenylphosphino)phenyl-3-oxabicyclo[3.3.0]octane
• 英文别名: 3-[(3R,7aS)-1,1-diphenyl-5,6,7,7a-tetrahydro-3H-pyrrolo[1,2-c][1,3]oxazol-3-yl]-4-diphenylphosphanylphenol
• CAS: 862297-23-2
• 化学式: C₃₆H₃₂NO₂P
• 分子量: 541.629
• InChiKey: AQDWASVUZIVUCL-OIDHKYIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,5S)-1-aza-4,4-diphenyl-2-(5'-hydroxy-2'-diphenylphosphino)phenyl-3-oxabicyclo[3.3.0]octane 、 三乙基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以96%的产率得到(2R,5S)-1-aza-4,4-diphenyl-2-(2'-diphenylphosphino-5'-triethylsilyloxy)phenyl-3-oxabicyclo[3.3.0]octane
  参考文献：
  名称：

  Polymer-supported chiral phosphinooxazolidine ligands for palladium-catalyzed asymmetric allylic alkylations and Diels–Alder reactions

  摘要：

  Polymer-supported chiral phosphinooxazolidine (POZ) ligands 9a-c and cationic palladium-POZ catalysts 16a-c have been prepared. The former ligands were used in the Pd-catalyzed asymmetric allylic alkylation, while the latter catalysts were used in the Diets-Alder reaction to afford good to excellent enantioselectivities (Pd-catalyzed allylation: up to 99% ee, Diets-Alder reaction: up to 92% ee). (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.05.017
• 作为产物：
  描述：

  (S)-(+)-alpha,alpha-二苯基脯氨醇 、 2-diphenylphosphanyl-5-hydroxybenzaldehyde 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 24.0h， 以58%的产率得到(2R,5S)-1-aza-4,4-diphenyl-2-(5'-hydroxy-2'-diphenylphosphino)phenyl-3-oxabicyclo[3.3.0]octane
  参考文献：
  名称：

  Polymer-supported chiral phosphinooxazolidine ligands for palladium-catalyzed asymmetric allylic alkylations and Diels–Alder reactions

  摘要：

  Polymer-supported chiral phosphinooxazolidine (POZ) ligands 9a-c and cationic palladium-POZ catalysts 16a-c have been prepared. The former ligands were used in the Pd-catalyzed asymmetric allylic alkylation, while the latter catalysts were used in the Diets-Alder reaction to afford good to excellent enantioselectivities (Pd-catalyzed allylation: up to 99% ee, Diets-Alder reaction: up to 92% ee). (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2005.05.017