Interplay of direct stereocontrol and dynamic kinetic resolution in a bifunctional amine thiourea catalyzed highly enantioselective cascade michael-michael reaction

Chenguang Yu, Yinan Zhang, Aiguo Song, Yafei Ji, Wei Wang

Research output: Contribution to journalArticlepeer-review

68 Scopus citations

Abstract

Control is better: A novel chiral amine thiourea catalyzed, highly enantioselective Michael-Michael cascade process serves as a "one-pot" approach to synthetically and biologically significant chiral tetrahydrothiophenes (see scheme). Notably, an unprecedented cooperative direct stereocontrol and dynamic kinetic resolution by the bifunctional catalyst is identified that governs the highly enantioselective cascade process.

Original languageEnglish (US)
Pages (from-to)770-774
Number of pages5
JournalChemistry - A European Journal
Volume17
Issue number3
DOIs
StatePublished - Jan 17 2011
Externally publishedYes

Keywords

  • amine thioureas
  • cascade catalysis
  • dynamic kinetic resolution
  • organocatalysis
  • tetrahydrothiophenes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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