Journal of the American Chemical Society p. 353 - 355 (1984)
Update date:2022-08-05
Topics:
Kozikowski, Alan P.
Scripko, James G.
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 (formula) on reacting the oxime 4 with the olefin 5 in the presence of NaOCl/Et3N/H20/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.
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