An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

Hsuan Hao Kuan, Raju Jannapu Reddy, Kwunmin Chen

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol %) under solvent-free conditions or imidazole (100 mol %) in the presence of water.

Original languageEnglish
Pages (from-to)9875-9879
Number of pages5
JournalTetrahedron
Volume66
Issue number52
DOIs
Publication statusPublished - 2010 Dec 24

Keywords

  • Aqueous media
  • Morita-Baylis-Hillman reaction
  • Nitroalkenes
  • Organocatalysis
  • Thiourea

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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