The stereocontrolled chemical synthesis of sialic acid containing glycoconjugates has been historically one of the most challenging tasks in the field. Today, thanks to the effort of several research groups and especially to the discovery of the effect of substituents at C-5, complex synthetic targets are more accessible. Nevertheless, current methodologies are still limited by multistep protecting groups manipulations and/or low temperatures required in sialylations. Contrarily to the mainstream in carbohydrate synthesis, little is known about O-protecting group manipulations and their effects in sialylations. As a part of an ongoing investigation toward the effect of protecting groups at C-4 and the glycerol chain, herein we report the application of novel O-protecting groups in sialylation reactions.

Effect of O-substituents in chemical sialylations

ACS Spring Meeting 2021

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