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Synlett
DOI: 10.1055/a-2764-0966
Letter
Published as part of the Special Issue dedicated to Prof. S. Chandrasekaran on his 80th birthday

An Expeditious Synthesis of 2-C-Cyanoglycals

Authors

  • Perali Ramu Sridhar

    1   School of Chemistry, University of Hyderabad, Hyderabad, India (Ringgold ID: RIN28614)

  • Gundumalla Sravani

    1   School of Chemistry, University of Hyderabad, Hyderabad, India (Ringgold ID: RIN28614)

P.R.S. thanks the University of Hyderabad for the Institute of Eminence Grant (No. UoH/IoE/RC1/RC1-20-017).
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Graphical Abstract

Dedication

Dedicated to Professor S. Chandrasekaran on the occasion of his 80th birthday.

Abstract

An efficient conversion of 2-C-formyl glycals to the corresponding 2-C-cyanoglycals is achieved using azidotrimethylsilane in the presence of catalytic trimethylsilyl trifluoromethanesulfonate. The generality of the reaction is evaluated by applying it to a number of differently protected 2-C-formyl glycals. The methodology features protecting group tolerance, prompt conversion, and excellent yields.

Keywords

Carbohydrates - Glycosides - Heterocycles - Nitriles - Nucleophilic addition

Supplementary Material



Publication History

Received: 23 October 2025

Accepted after revision: 03 December 2025

Accepted Manuscript online:
08 January 2026

Article published online:
09 February 2026

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