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Issue 13, 2018
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2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides

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Abstract

Lewis acid mediated stereoselective synthesis of 2-deoxy-O-glycosides has been demonstrated using 2-deoxyglycosyl 3-benzoylpropionates as novel glycosyl donors. These newly developed donors are easily synthesized from simple glycals, are stable at room temperature and react with ease to provide products with high stereoselectivity. These donors can be successfully utilized with all types of acceptors (primary, secondary and tertiary alcohols) for the synthesis of 2-deoxy-glycosides. Additionally, these newly developed glycosyl donors are also efficient for the synthesis of trisaccharides.

Graphical abstract: 2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides

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Publication details

The article was received on 26 Jan 2018, accepted on 06 Mar 2018 and first published on 06 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00216A
Citation: Org. Biomol. Chem., 2018,16, 2248-2257
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    2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides

    R. Bandi, S. Chalapala and S. Chandrasekaran, Org. Biomol. Chem., 2018, 16, 2248
    DOI: 10.1039/C8OB00216A

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