A total synthesis of the unqiue spiroketal natural product talaromycin B (1) is reported. This molecule, produced in nature by the toxicogenic fungus Talaromyces stipitatus, was constructed in the laboratory from the isoxazoline 6 generated (Chemical Equation Presented) on reacting the oxime 4 with the olefin 5 in the presence of NaOCl/Et3N/H2O/CH2Cl2. The synthesis scheme is sufficiently flexible and efficient so as to be of practical use in the preparation of suitable quantities of this material for biological evaluation.
|Original language||English (US)|
|Number of pages||3|
|Journal||Journal of the American Chemical Society|
|State||Published - 1984|
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