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

Carbohydr Res

Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Shanghai Key Laboratory of New Drug Design, Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. Electronic address:

Published: January 2023

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

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http://dx.doi.org/10.1016/j.carres.2022.108710DOI Listing

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