Utilisation d'ylides du phosphore en chimie des sucres VII. Synthèse de sucres ramifiés des types «streptose» et «apiose». Communication préliminaire

Autor:	Mme J. Tronchet, R. Graf, Jean M. J. Tronchet, R. Gurny, J. M. Bourgeois, J. M. Chalet
Rok vydání:	1971
Předmět:	Chemistry Stereochemistry Organic Chemistry Branching points Biochemistry Catalysis Inorganic Chemistry chemistry.chemical_compound Reagent Drug Discovery Apiose Physical and Theoretical Chemistry Keto Sugars Cis–trans isomerism
Zdroj:	Helvetica Chimica Acta. 54:687-691
ISSN:	0018-019X
DOI:	10.1002/hlca.19710540227
Popis:	A new high-yielding route to branched-chain sugars of the streptose or the apiose type having at the branching point a configuration epimeric with that which would be obtained by the classical synthesis using Grignard reagents is described. The main steps are the preparation of branched-chain unsaturated cyano sugars by reaction of cyanomethylene triphenylphosphorane with keto sugars and the cis-dihydroxylation (KMnO4) of the so obtained cyano sugars. The cis and the trans isomers of a series of cyanovinylidenic sugars have been separated and the stereodependence of the long-range coupling constants in this class of compounds has been examined.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::01a22a6c65ff6bf1ed5a69e5e1a31796 https://doi.org/10.1002/hlca.19710540227 Zobrazit plný text záznamu Plný text