Preparation of (+)-Hamabiwalactone B via Stille Coupling of an Enantiomerically Pure Stannylfuranone

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