Abstract
A synthesis of the branched tetrasaccharide fragment of saccharomicin B through a [2+2] strategy is reported. Stereoselective coupling of a saccharosamine ortho-alkynyl benzoate to a digitoxose thioglycoside acceptor afforded the Sac-11-Digi-10 donor in 50% yield. This latter compound was then united with our previously reported Fuc-8-Eva-9 disaccharide under AgPF6 promotion to afford the target tetrasaccharide in 20% yield. The resulting tetrasaccharide can serve as a linchpin for assembling the target molecule.
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