Structure and stereochemistry or toromycin: Studies of its acid-catalyzed rearrangement

Article abstract of DOI:10.1016/S0040-4020(01)91834-4

An antibiotic from Streptomyces has been shown to be identical with toromycin and gilvocarcin V. Toromycin has been shown by FT NOE difference spectroscopy to be a C-β-fucofuranoside and to undergo acid-catalyzed rearrangement to an approx. 1:1:2.5 mixture of toromycin and the corresponding C-α-fucofuranoside and C-β-fucopyranoside.