tert-butyl trans-2-(diphenylphosphino)cyclopentanecarboxylate

• 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: tert-butyl trans-2-(diphenylphosphino)cyclopentanecarboxylate
• 英文别名: tert-butyl (1S,2R)-2-diphenylphosphanylcyclopentane-1-carboxylate
• 化学式: C₂₂H₂₇O₂P
• 分子量: 354.429
• InChiKey: AMBOSTYKJFOGIC-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl trans-2-(diphenylphosphino)cyclopentanecarboxylate 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 3.0h， 生成 (+)-trans-(2-diphenylphosphino)cyclopentanecarboxylic acid
  参考文献：
  名称：

  Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction

  摘要：

  A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid, was developed and used for palladium catalyzed asymmetric allylic alkylation of cyclic cis-allylic acetates such as 2-cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acetates reacted with triethyl sodiophosphonoacetate in the presence of the palladium catalyst with the ligand to give the corresponding alkylation products in good enantiomeric excesses.

  DOI：

  10.1016/0957-4166(95)00322-g
• 作为产物：
  描述：

  tert-butyl cyclopent-1-enecarboxylate 、 二苯基膦 在 正丁基锂 作用下， 生成 tert-butyl trans-2-(diphenylphosphino)cyclopentanecarboxylate
  参考文献：
  名称：

  Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction

  摘要：

  A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylphosphino)butanoic acid, was developed and used for palladium catalyzed asymmetric allylic alkylation of cyclic cis-allylic acetates such as 2-cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acetates reacted with triethyl sodiophosphonoacetate in the presence of the palladium catalyst with the ligand to give the corresponding alkylation products in good enantiomeric excesses.

  DOI：

  10.1016/0957-4166(95)00322-g