Organocatalytic enantioselective direct vinylogous michael addition of γ-substituted butenolides to 3-aroyl acrylates and 1,2-diaroylethylenes

Utpal Das, Yi Ru Chen, Yi Ling Tsai, Wenwei Lin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)

Abstract

Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme).

Original languageEnglish
Pages (from-to)7713-7717
Number of pages5
JournalChemistry - A European Journal
Volume19
Issue number24
DOIs
Publication statusPublished - 2013 Jun 10

Keywords

  • Michael addition
  • cinchona alkaloids
  • organocatalysis
  • quaternary stereogenic center
  • γ-butenolides

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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