Abstract

Full structural elucidation of FR-900848, an antifungal pentacyclopropane nucleoside natural product from Streptoverticillium fervens, is reported. A series of model compounds were prepared using multiple asymmetric Simmons−Smith cyclopropanation reactions. Comparisons of spectroscopic data of synthetic alkenes 9 and 10, quatercyclopropanes 11 and 12, and imidazolidines 13 and 14 with FR-900848 and its degradation products 2, 3, and 4 were consistent with the full structural assignment of the natural product as structure 7.

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