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Aglycon reactivity as a guiding principle in latent-active approach to chemical glycosylations

Das, A and Jayaraman, N (2021) Aglycon reactivity as a guiding principle in latent-active approach to chemical glycosylations. In: Carbohydrate Research, 508 .

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Official URL: https://doi.org/10.1016/j.carres.2021.108404


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. © 2021 Elsevier Ltd

Item Type: Journal Article
Publication: Carbohydrate Research
Publisher: Elsevier Ltd
Additional Information: The copyright for this article belongs to Elsevier Ltd
Keywords: Glycosylation; Reaction intermediates, Active method; Anomerics; Fine tuning; Functionalizations; Glycosyl donors; Glycosylations; Guiding principles; Novel methods, Chemical activation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 21 Sep 2021 09:33
Last Modified: 21 Sep 2021 09:33
URI: http://eprints.iisc.ac.in/id/eprint/69757

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