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Asymmetric Three-Component Cyclizations toward Structurally Spiro Pyrrolidines via Bifunctional Phosphonium Salt Catalysis.

Lixiang ZhuXiaoyu RenZhongxiu LiaoJianke PanChunhui JiangTianli Wang
Published in: Organic letters (2019)
Asymmetric multicomponent reactions toward optically pure compounds are highly attractive but extremely challenging. Presented herein is a highly diastereo- and enantioselective three-component cyclization of exocyclic alkenes with aldehydes and amino esters, which was enabled by bifunctional phosphonium salt catalysts. A wide range of multiply substituted spiro pyrrolidine derivatives were prepared in high yields with excellent stereoselectivities. Of note, this is the first example of a catalytic asymmetric three-component reaction with a phase-transfer catalysis system.
Keyphrases
  • highly efficient
  • ionic liquid
  • solid state
  • metal organic framework
  • molecular docking