(2R,2'S,5S)-2-(S-methyl-S-phenylsulfonimidoyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]-octane | 1312767-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (2R,2'S,5S)-2-(S-methyl-S-phenylsulfonimidoyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]-octane
• CAS: 1312767-66-0
• 化学式: C₁₈H₂₂N₃OPS
• 分子量: 359.432
• InChiKey: BOWRVFVUCZFLBW-VWMXVWASSA-N

反应信息

• 作为产物：
  描述：

  (5S)-2-chloro-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 、 (S)-(+)-S-甲基-S-苯亚磺酰亚胺 在 三乙胺 作用下， 以 甲苯 为溶剂， 以86%的产率得到(2R,2'S,5S)-2-(S-methyl-S-phenylsulfonimidoyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]-octane
  参考文献：
  名称：

  Synthesis of phosphorylated sulfoximines and sulfinamides and their application as ligands in asymmetric metal catalysis

  摘要：

  Starting from inexpensive materials and following simple protocols various N-phosphorylated sulfoximines and sulfinamides have been synthesized. The newly prepared compounds were then applied as chiral ligands in asymmetric transition metal catalysis. Phosphorus triamide-type ligands derived from (S)-glutamic acid were found to be the most efficient stereoselectors in enantioselective palladium-catalyzed allylic substitutions (up to 97% ee). On the other hand, diamidophosphite-type structures stemming from (S)-proline were the best ligands in rhodium-catalyzed hydrogenation reactions (up to 84% ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.005
• 作为试剂：
  描述：

  四氢吡咯 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 (2R,2'S,5S)-2-(S-methyl-S-phenylsulfonimidoyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]-octane 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 1-((1R,2E)-1,3-diphenylallyl)pyrrolidine 、 1-((1S,2E)-1,3-diphenylallyl)pyrrolidine
  参考文献：
  名称：

  Synthesis of phosphorylated sulfoximines and sulfinamides and their application as ligands in asymmetric metal catalysis

  摘要：

  Starting from inexpensive materials and following simple protocols various N-phosphorylated sulfoximines and sulfinamides have been synthesized. The newly prepared compounds were then applied as chiral ligands in asymmetric transition metal catalysis. Phosphorus triamide-type ligands derived from (S)-glutamic acid were found to be the most efficient stereoselectors in enantioselective palladium-catalyzed allylic substitutions (up to 97% ee). On the other hand, diamidophosphite-type structures stemming from (S)-proline were the best ligands in rhodium-catalyzed hydrogenation reactions (up to 84% ee). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.02.005