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  • Title: Aglycon reactivity as a guiding principle in latent-active approach to chemical glycosylations.
    Author: Das A, Jayaraman N.
    Journal: Carbohydr Res; 2021 Oct; 508():108404. PubMed ID: 34352649.
    Abstract:
    Chemical glycosylations critically depend on the activation of a glycosyl donor and the reaction of this activated donor intermediate with an acceptor alcohol. Whereas many strategies are developed for the activation of an anomeric aglycon substituent, the latent-active method of glycosylation is based specifically on tuning the reactivity of the aglycon substituent of a glycosyl donor. Several novel methods have emerged to install reactive aglycon moiety in a glycosyl donor and fine-tuning the reactivity of the moiety. Remote functionalizations of the aglycon plays a key role in the reactivity tuning. Activation of a remote functionality enables an otherwise latent aglycon to an active moiety, suitable as a glycosyl donor. The latent-active approach provides an advantage to avoid the conversion of the aglycon to another donor prior to a glycosylation, in addition to advancing the contemporary glycosylations with alternate insights. The review analyzes the methodologies that consolidate the latent-active approach to chemical glycosylations.
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