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• W2611778888 abstract "A convergent synthesis of the complex, doubly-branched pentasaccharide domain of the natural-product immunoadjuvant jujuboside A is described. The key step is a sterically-hindered glycosylation reaction between a branched trisaccharide trichloroacetimidate glycosyl donor and a disaccharide glycosyl acceptor. Conventional Lewis acids (TMSOTf, BF3·Et2O) were ineffective in this glycosylation, but B(C6F5)3 catalyzed the reaction successfully. Inherent complete diastereoselectivity for the undesired α-anomer was overcome by rational optimization with a nitrile solvent system (1 : 5 t-BuCN/CF3Ph) to provide flexible, effective access to the β-linked pentasaccharide." @default.
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• W2611778888 date "2017-01-01" @default.
• W2611778888 modified "2023-09-27" @default.
• W2611778888 title "Rapid assembly of the doubly-branched pentasaccharide domain of the immunoadjuvant jujuboside A via convergent B(C₆F₅)₃-catalyzed glycosylation of sterically-hindered precursors" @default.
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• W2611778888 doi "https://doi.org/10.1039/c7cc01783a" @default.
• W2611778888 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5531170" @default.
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