A Convergent Synthetic Strategy towards Oligosaccharides containing 2,3,6-Trideoxypyranoglycosides.
asymmetric synthesis
carbohydrates
diastereoselectivity
oligosaccharides
palladium
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
08 01 2019
08 01 2019
Historique:
received:
24
10
2018
revised:
15
11
2018
pubmed:
22
11
2018
medline:
22
11
2018
entrez:
22
11
2018
Statut:
ppublish
Résumé
A de novo synthetic strategy for the production of oligosaccharides containing 2,3,6-trideoxypyranoglycoside is reported. The key event is the Pd-catalyzed asymmetric diastereoselective hydroalkoxylation of ene-alkoxyallene-linked glycosidic fragments. The utility of this approach was demonstrated by the activation-free, stereodivergent, and convergent synthesis of various 2-deoxyoligosaccharides, as well as their aglycon conjugates.
Identifiants
pubmed: 30460751
doi: 10.1002/anie.201812222
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
628-631Subventions
Organisme : Samsung Science and Technology Foundation
ID : STF-BA-1502-08
Pays : International
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.