4.8 Article

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

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ORGANIC LETTERS
卷 21, 期 21, 页码 8667-8672

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03282

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资金

  1. National Natural Science Foundation of China [21702139, 21971165]
  2. 1000-Youth Talents Program [YJ201702]
  3. Fundamental Research Funds for the Central Universities

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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.

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