Enantioselective synthesis of (+)-isobretonin A

Article abstract of DOI:10.1021/jo960134o

An enantioselective synthesis of (±)-isobretonin A is described. The chiral glycerol moiety was enantioselectively prepared by reduction of an optically active β-keto sulfoxide. The all-trans trienic part of the molecule was stereoselectively synthesized via reductive elimination of a 1,6-dibenzoate 2,4-diene with sodium amalgam.