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Synthesis of a potent rhodomycin, oxaunomycin, and its analogs
1Faculty of Pharmaceutical Sciences, Osaka University, Japan.
Chemical & Pharmaceutical Bulletin
|January 1, 1992
Abstract:
Oxaunomycin (3) and its regioisomer (6) were synthesized by employing regioselective glycosidations of the C-7 hydroxyl group of 10-O-acetyl-beta-rhodomycinone (16) and the C-10 hydroxyl group of the C-7,9-O-phenylboronate (14), respectively, in the presence of trimethylsilyl trifluoromethanesulfonate. Under the Königs-Knorr conditions, 16 was also glycosidated to provide a fluoro sugar analog (7).