β-Selective Glycosylation by Using O-Aryl-Protected Glycosyl Donors.

glycosylation protecting groups stereoselectivity synthetic methods thioglycosides

Journal

Chemistry, an Asian journal
ISSN: 1861-471X
Titre abrégé: Chem Asian J
Pays: Germany
ID NLM: 101294643

Informations de publication

Date de publication:
01 Aug 2019
Historique:
received: 27 05 2019
pubmed: 8 6 2019
medline: 8 6 2019
entrez: 8 6 2019
Statut: ppublish

Résumé

New glycosyl donors have been developed that contained several para-substituted O-aryl protecting groups and their stereoselectivity for the glycosylation reaction was evaluated. A highly β-selective glycosylation reaction was achieved by using thioglycosides that were protected by 4-nitrophenyl (NP) groups, which were introduced by using the corresponding diaryliodonium triflate. Analysis of the stereoselectivities of several glycosyl donors indicated that the β-glycosides were obtained through an S

Identifiants

pubmed: 31173467
doi: 10.1002/asia.201900700
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

2719-2723

Subventions

Organisme : JSPS KAKENHI
ID : 15H05836 (KF)
Organisme : JSPS KAKENHI
ID : 16H01885 (KF)

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Yuji Otsuka (Y)

Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka Prefecture, 560-0043, Japan.
Peptide Institute, Inc., Saito-Asagi 7-2-9, Ibaraki, Osaka Prefecture, 567-0085, Japan.

Toshihiro Yamamoto (T)

Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka Prefecture, 560-0043, Japan.
Peptide Institute, Inc., Saito-Asagi 7-2-9, Ibaraki, Osaka Prefecture, 567-0085, Japan.

Koichi Fukase (K)

Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama 1-1, Toyonaka, Osaka Prefecture, 560-0043, Japan.

Classifications MeSH