Synthesis and glycosidation of building blocks of D-altrosamine

Autor: Mariya Novakova, Anupama Das, Catherine Alex, Alexei V. Demchenko
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Frontiers in Chemistry, Vol 10 (2022)
Druh dokumentu: article
ISSN: 2296-2646
DOI: 10.3389/fchem.2022.945779
Popis: 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-O-picoloyl donors and reactive glycosyl acceptors via the H-bond-mediated aglycone delivery (HAD) pathway. In contrast, glycosidations of the altrosamine donor equipped with the 3-O-benzoyl group were poorly stereoselective.
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