Practical synthesis of (E)-α,β-unsaturated esters from aldehydes

Benjamin List, Arno Doehring, Maria T. Hechavarria Fonseca, Kathrin Wobser, Hendrik Van Thienen, Ramon Rios Torres, Pedro Llamas Galilea

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

Based on a modification of the Doebner-Knoevenagel reaction, a practical and highly efficient synthesis of β,β-unsaturated esters with excellent regio- and stereoselectivity was developed. The reactions are catalyzed by 4-dimethylaminopyridine in DMF at room temperature or below. Both aliphatic and aromatic aldehydes can readily be used in the process.

Original languageBritish English
Pages (from-to)1558-1560
Number of pages3
JournalAdvanced Synthesis and Catalysis
Volume347
Issue number11-13
DOIs
StatePublished - Oct 2005

Keywords

  • α,β-unsaturated esters
  • (E)-stereoselectivity
  • Atom economy
  • Doebner-Knoevenagel reaction
  • Malonic acid half esters

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