Stannylfuranones in synthesis: Highly enantioselective preparation of (+)-hamabiwalactone B

Article abstract of DOI:10.1016/S0040-4039(98)01946-7

An unambiguous and highly enantioselective total synthesis of the naturally-occurring 2(5H)-furanone hamabiwalactone B has been achieved. The key step is a Stille coupling of novel stannylfuranone 2 with (E)-iodoalkene 3. The enantiomeric purity of the synthetic natural product was ≥ 99%, as judged by chiral HPLC.