A simple primary amine thiourea catalyzed highly enantioselective conjugate addition of α,α-disubStituted aldehydes to maleimides

Fei Xue, Lu Liu, Shilei Zhang, Wenhu Duan, Wei Wang

Research output: Contribution to journalArticlepeer-review

67 Scopus citations

Abstract

(Figure Presented) Branch point: A simple primary amine thiourea catalyzed highly enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides has been developed. The biologically useful chiral disubstituted α-branched succinimides are attained with the generation of two contiguous quaternary and/or tertiary stereogenic centers in one step with excellent enantioselectivities and in high yields under mild reaction conditions (see scheme).

Original languageEnglish (US)
Pages (from-to)7979-7982
Number of pages4
JournalChemistry - A European Journal
Volume16
Issue number27
DOIs
StatePublished - Jul 19 2010
Externally publishedYes

Keywords

  • Aldehydes
  • Maleimides
  • Michael addition
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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