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Abstract:
An expeditious total synthesis of the physiologically active fungal metabolite 1 is described. The stereoselective formation of its ß-D-mannopyranosidic linkage is achieved in two steps upon reaction of the hexopyranos-2-ulosyl bromide 15 with the glycosyl acceptor 13, followed by reduction of the resulting ß-D-glycos-2-uloside 16. Alcohol 13 was efficiently prepared via a Suzuki
reaction of the aryltriflate 11 with the 9-alkyl-9-BBN derivative 10.
