TOTAL SYNTHESIS OF (±)-FUSARICIDE

Abstract

Condensation of pyridone 6 with enal 25 using DMAP in EtOH at 150°C afforded 8% of the desired Diels-Alder adduct 22, 8% of the bridged adduct 36 and 1–2% of a partially pure cis-fused adduct 37 of unknown stereochemistry. Hydroxylation of 22 completed a short synthesis of fusaricide (1).

ACKNOWLEDGMENTS

We are grateful to the National Institutes of Health (GM-50151) for financial support. We thank Dr. John Leet, Bristol-Myers Squibb for copies of the spectral data of fusaricide.