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Synthesis of Constrained C-Glycosyl Amino Acid Derivatives Involving 1,3-Dipolar Cycloaddition of Cyclic Nitrone as Key Step

Authors :
Arnaud Martel
Florian Rouzier
Stéphane Guillarme
Gilles Dujardin
Rosanne Sillé
Arnaud Tessier
Arnaud Nourry
Muriel Pipelier
Ophélie Montiège
Institut des Molécules et Matériaux du Mans (IMMM)
Le Mans Université (UM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation (CEISAM)
Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST)
Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Source :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2020, ⟨10.1002/ejoc.202001162⟩
Publication Year :
2020
Publisher :
HAL CCSD, 2020.

Abstract

International audience; An efficient two-step strategy for the synthesis of constrained C-glycosyl amino acid derivatives from C-vinylglycosides involving a 1,3-dipolar cycloaddition using L-(-)menthone-derived nitrone as the key step is described. After optimization of 1,3-dipolar cycloaddition conditions, various C-vinylglycosides were tested leading exclusively to one dia-[a]

Details

Language :
English
ISSN :
1434193X and 10990690
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry, European Journal of Organic Chemistry, Wiley-VCH Verlag, 2020, ⟨10.1002/ejoc.202001162⟩
Accession number :
edsair.doi.dedup.....22a9ea68c9d9c3dce5639fed2eda9069
Full Text :
https://doi.org/10.1002/ejoc.202001162⟩