Synthesis and glycosidation of building blocks of D-altrosamine.

ABSTRACT: 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.

SUBMITTER: Novakova M 

PROVIDER: S-EPMC9548543 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature