open access

https://hdl.handle.net/2115/79907

Selection of Neighboring Group Participation Intermediates of Fully Acylated Donors around the Glycosylation Sites in Oligosaccharide Acceptors

英語

2019-12-06

American Chemical Society

Organic letters

21(23)

9368-9371

Stereo- and regioselective formation of glycosidic linkages is a challenging topic in oligosaccharide syntheses. The stereoselective construction of 1,2-trans-glycosides generally involves neighboring group participation, which is less successful when synthesizing beta-1,3-linked oligosaccharides. The combined steric effect of a 2-O-substituent and an aglycon moiety in acceptors increases the efficiency of glycosylation via neighboring group participation. This steric effect was reduced by using vicinal polyol acceptors and was demonstrated in the synthesis of 1,3-linked branched oligosaccharides.

学術雑誌論文

Accepted Manuscript

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.9b03601

1523-7060

AA11347843