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- W4285819412 abstract "Stereoselective O-glycosylation is essential in order for achieving facile assembly of biologically relevant oligosaccharides. Numerous studies have been conducted to develop glycosylation reactions, whose efficiency and selectivity are influenced by a variety of factors including leaving groups, activators, protective groups, and reaction conditions. Although combined use of carefully designed donors enables synthesis of complex oligosaccharides, synthetic schemes are usually complicated, because formation of 1,2-cis and -trans glycosides requires distinct donors. Synthesis of oligopeptides is simpler, as it can be accomplished by unified strategies that employ either Fmoc- or Boc-protected amino acid components. Accordingly, establishment of a strategy to obtain both anomers from a single glycosyl donor is desired in order for simplifying oligosaccharide synthesis. In this review, we would like to present the recent advances of the stereoselective bimodal glycosylations for the synthesis of various naturally occurring glucans having various linkages and branches. Among the various approaches, we will introduce that our recent bimodal donors equipped with C2-o-TsNHbenzyl ether (TAB) not only for glucotype glycosylation1 such as glucosylation and galactosylation, but also for manno-type glycosylation2 can be transformed to both anomers by switching reaction conditions. We also would like to show the applications to stereocontrolled assembly of various types of glucans which are the most abundant and the one of the biologically important natural products and are widely present in fungal, bacterial, mammalian and plant classes. The achievement of the synthesis of all possible types of glucans such as linear and branched α-, β- as well as mixed α,β-glucans with various linkage positions was also explained in detail." @default.
- W4285819412 created "2022-07-19" @default.
- W4285819412 creator A5046809293 @default.
- W4285819412 creator A5049594009 @default.
- W4285819412 creator A5085447837 @default.
- W4285819412 date "2022-01-01" @default.
- W4285819412 modified "2023-10-14" @default.
- W4285819412 title "Recent advances of the stereoselective bimodal glycosylations for the synthesis of various glucans" @default.
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