Synthesis and glycosidation of building blocks of D-altrosamine.

Front Chem

Department of Chemistry, Saint Louis University, St. Louis, MO, United States.

Published: September 2022

Presented herein is a streamlined synthesis of building blocks of a rare sugar D-altrosamine. Also investigated was the glycosylation of different glycosyl acceptors with differentially protected altrosamine donors. High facial stereoselectivity was achieved with 3--picoloyl donors and reactive glycosyl acceptors the H-bond-mediated aglycone delivery (HAD) pathway. In contrast, glycosidations of the altrosamine donor equipped with the 3--benzoyl group were poorly stereoselective.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9548543PMC
http://dx.doi.org/10.3389/fchem.2022.945779DOI Listing

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