Highly enantioselective organocatalytic Michael addition reactions of ketones with chalcones

Jian Wang, Hao Li, Liansuo Zu, Wei Wang

Research output: Contribution to journalArticlepeer-review

86 Scopus citations

Abstract

A highly enantioselective, organocatalytic Michael addition reaction of unmodified ketones with chalcones has been developed for the first time. The process, catalyzed by (S)-N-(pyrrolidin-2-ylmethyl)-trifluoromethanesulfonamide, affords 1,5-diketones in high yields (73-89%) and with high degrees of enantio- and diastereoselectivity (86-97% ee, > 30:1 dr).

Original languageEnglish (US)
Pages (from-to)425-428
Number of pages4
JournalAdvanced Synthesis and Catalysis
Volume348
Issue number4-5
DOIs
StatePublished - Mar 2006
Externally publishedYes

Keywords

  • Asymmetric catalysis
  • Enones
  • Ketones
  • Michael addition
  • Organic catalysis
  • Pyrrolidine-sulfonamides

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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