4.5 Article

Stereoselective synthesis of α-glucosides with glucosyl (Z)-Ynenoates as donors

Journal

CARBOHYDRATE RESEARCH
Volume 523, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2022.108710

Keywords

Glycosylation; Glucan; Carbohydrate; Oligosaccharide; Gold

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In this study, a SPhosAuNTf2-promoted DMF-modulated glycosylation approach was developed for the highly alpha-selective synthesis of various linkage types of alpha-glucans using glycosyl (Z)-ynenoates as donors. The substituent groups were found to play a significant role in the alpha-selective glucosylation reactions. The approach was effectively applied to the stereospecific synthesis of the alpha-1,6-linked triglucoside.
A SPhosAuNTf2-promoted DMF-modulated glycosylation approach with glycosyl (Z)-ynenoates as donors was developed for highly alpha-selective synthesis of various linkage types of alpha-glucans. The substituent groups were also found to play a significant role in the alpha-selective glucosylation reactions. The glycosylation approach was effectively applied to the stereospecific synthesis of the alpha-1,6-linked triglucoside.

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