[(1R,8S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl]-bis(2-methoxyphenyl)phosphane | 1186584-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(1R,8S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl]-bis(2-methoxyphenyl)phosphane
• CAS: 1186584-13-3
• 化学式: C₃₂H₃₂NO₂P
• 分子量: 493.585
• InChiKey: AOPJLESYFCFFIR-JLELKNTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,8S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl]-bis(2-methoxyphenyl)phosphane 在 dimethyl sulfide borane 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N,P-ligands

  摘要：

  A series of new chiral tetrahydroquinoline ligands, derived from chiral alpha-pinene, were successfully synthesized. Iridium and palladium complexes of these ligands were proven to be efficient catalysts for enantioselective hydrogenation and allylic substitution reactions with moderate to excellent enantioselectivities (90-95% ee) and high yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.020
• 作为产物：
  描述：

  在 二乙胺 作用下， 生成 [(1R,8S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl]-bis(2-methoxyphenyl)phosphane
  参考文献：
  名称：

  Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N,P-ligands

  摘要：

  A series of new chiral tetrahydroquinoline ligands, derived from chiral alpha-pinene, were successfully synthesized. Iridium and palladium complexes of these ligands were proven to be efficient catalysts for enantioselective hydrogenation and allylic substitution reactions with moderate to excellent enantioselectivities (90-95% ee) and high yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.020
• 作为试剂：
  描述：

  1,3-二苯基-2-丙烯基乙酸酯 、 甲基丙二酸二乙酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 [(1R,8S,9S)-10,10-dimethyl-5-phenyl-6-azatricyclo[7.1.1.02,7]undeca-2(7),3,5-trien-8-yl]-bis(2-methoxyphenyl)phosphane 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以72%的产率得到diethyl (S)-2-(1,3-diphenylallyl)-2-methylmalonate
  参考文献：
  名称：

  Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N,P-ligands

  摘要：

  A series of new chiral tetrahydroquinoline ligands, derived from chiral alpha-pinene, were successfully synthesized. Iridium and palladium complexes of these ligands were proven to be efficient catalysts for enantioselective hydrogenation and allylic substitution reactions with moderate to excellent enantioselectivities (90-95% ee) and high yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.020

文献信息

• Asymmetric hydrogenation and allylic substitution reaction with novel chiral pinene-derived N,P-ligands
  作者：Xiangyan Meng、Xinsheng Li、Dongcheng Xu

  DOI：10.1016/j.tetasy.2009.05.020

  日期：2009.7

  A series of new chiral tetrahydroquinoline ligands, derived from chiral alpha-pinene, were successfully synthesized. Iridium and palladium complexes of these ligands were proven to be efficient catalysts for enantioselective hydrogenation and allylic substitution reactions with moderate to excellent enantioselectivities (90-95% ee) and high yields. (C) 2009 Elsevier Ltd. All rights reserved.