Abstract
Modification of carbohydrates and their analogs is hindered due to multi-step synthetic methodologies involving selective protection and deprotection of multiple hydroxyl groups present in the molecule. A highly efficient route for the synthesis of 1-phenyl-2-(β-D-glycopyranosyl)ethenes has been developed from native sugars, which neither requires protection/deprotection of the hydroxyl groups nor use of any metal/metal ions. The key step of the developed methodology is the use of Bamford-Stevens reaction which led to the formation of the desired compounds in moderate to high yields in three steps only.
Graphical Abstract
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Acknowledgments
BS and SK thank CSIR, New Delhi for award of Junior/Senior Research Fellowships. We are grateful to CIF-USIC, University of Delhi for providing the NMR spectral and HRMS recording facilities.