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

✍ Scribed by Alexandre M.E. Richecœur; J.B. Sweeney

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
132 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

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 Ն99%, as judged by chiral HPLC.

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