First evidence of the H-bonding with picoloylated compounds used as building blocks for HAD

Alessandra Damico; Nana Asuama; Scott A. Geringer; Nigam P. Rath; Cristina De Meo; Alexei V. Demchenko

doi:10.1016/j.carres.2026.109962

First evidence of the H-bonding with picoloylated compounds used as building blocks for HAD

Carbohydrate Research 2026 Open access

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Authors: Alessandra Damico, Nana Asuama, Scott A. Geringer, Nigam P. Rath, Cristina De Meo, Alexei V. Demchenko

DOI: 10.1016/j.carres.2026.109962

Cited by: 1

References: 28

Abstract

Controlling stereoselectivity of sialylation reactions represents an important area of research. The study reported herein revealed a new promising sialyl donor equipped with orthogonal protecting groups. Through a cooperative effect of 4-O-TBDMS and 7-O-picoloyl groups, excellent preliminary results in sialylations of primary glycosyl acceptors have been obtained. We have also aquired the proof of inter-molecular H-bonding taking place via both the Pico nitrogen and the adjacent carbonyl oxygen.

Fields of Study & Subjects

Coordination Chemistry and Organometallics Organoselenium and organotellurium chemistry Chemical Synthesis and Analysis

Publication details

Journal / source: Carbohydrate Research
Publisher: Elsevier BV
Volume: 566
Pages: 109962–109962
Publication date: 8 May 2026
Language: EN

References 28