|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Environmental Science / Faculty of Environmental Earth Science >
Peer-reviewed Journal Articles, etc >
Selection of Neighboring Group Participation Intermediates of Fully Acylated Donors around the Glycosylation Sites in Oligosaccharide Acceptors
| Title: | Selection of Neighboring Group Participation Intermediates of Fully Acylated Donors around the Glycosylation Sites in Oligosaccharide Acceptors |
| Authors: | Son, Sang-Hyun Browse this author | | Byun, Youngjoo Browse this author | | Sakairi, Nobuo Browse this author →KAKEN DB |
| Issue Date: | 6-Dec-2019 |
| Publisher: | American Chemical Society |
| Journal Title: | Organic letters |
| Volume: | 21 |
| Issue: | 23 |
| Start Page: | 9368 |
| End Page: | 9371 |
| Publisher DOI: | 10.1021/acs.orglett.9b03601 |
| Abstract: | 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. |
| Rights: | 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 |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/79907 |
| Appears in Collections: | 環境科学院・地球環境科学研究院 (Graduate School of Environmental Science / Faculty of Environmental Earth Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
Submitter: 坂入 信夫
|
