Facile access to new C-glycosides and C-glycoside scaffolds incorporating functionalised aromatic moieties
Data(s) |
30/01/2015
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Resumo |
The tandem ene/intramolecular Sakurai cyclisation (IMSC) reaction has been successfully applied to thesynthesis of a range of C-glycosides, with key intermediates offering opportunities for functionalisation ofthe glycon moiety. To demonstrate the versatility of the approach to access the 2-deoxy-C-glycoside series,we synthesised diastereomerically pure C-glucoside and galactoside derivatives incorporating functionalisedaromatic, heteroaromatic and bicyclic aromatic moieties, in addition to the C-homologue of(±)-b-2-deoxy-glucose 6-phosphate. |
Identificador | |
Idioma(s) |
eng |
Direitos |
info:eu-repo/semantics/restrictedAccess |
Fonte |
Redpath , P , Ness , K A , Rousseau , J , Macdonald , S J F & Migaud , M E 2015 , ' Facile access to new C-glycosides and C-glycoside scaffolds incorporating functionalised aromatic moieties ' Carbohydrate Research , vol 402 , pp. 25-34 . DOI: 10.1016/j.carres.2014.10.030 |
Palavras-Chave | #Tandem ene/intramolecular #Sakurai cyclisation #Transmetallation #C-Nucleoside #C-Glycoside #Glucose-6-phosphate bioisostere #NICOTINAMIDE RIBOSIDE #POLYSUBSTITUTED TETRAHYDROPYRANS #ANTIVIRAL EVALUATION #GENETIC SYSTEM #NUCLEOSIDES #ANALOGS #NAD(+) #CHEMISTRY #ROUTE #BASES |
Tipo |
article |