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 .

PDF car_res_508_2021.pdf - Published Version Restricted to Registered users only Download (6MB) | Request a copy

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. © 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

Actions (login required)

View Item