Concise enantioselective synthesis of wine lactone via intramolecular Diels-Alder reaction

Biosci Biotechnol Biochem. 2021 May 25;85(6):1390-1394. doi: 10.1093/bbb/zbab045.

Abstract

An enantioselective synthesis of (3S,3aS,7aR)-wine lactone, a major aroma component of white wine and citrus juices, was achieved starting from (S)-2-methyl-3-butenoic acid. An intramolecular Diels-Alder reaction was employed as a key step.

Keywords: aroma component; enantioselective synthesis; intramolecular Diels–Alder reaction; wine lactone.

MeSH terms

  • Chemistry Techniques, Synthetic
  • Lactones / chemical synthesis*
  • Lactones / chemistry*
  • Stereoisomerism
  • Wine / analysis*

Substances

  • Lactones