ChemInform Abstract: Palladium(0)-Mediated Synthesis of Acetylated Unsaturated 1,4-Disaccharides

Autor:	Denis Sinou, S. Porwanski, Paul Lhoste, Boguslaw Kryczka, I. Frappa, Anna Zawisza
Rok vydání:	2010
Předmět:	chemistry.chemical_element General Medicine Carbohydrate Alkylation Catalysis law.invention Stereospecificity chemistry Acetylation law Moiety Organic chemistry Walden inversion Palladium
Zdroj:	ChemInform. 30
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.199902219
Popis:	Alkylation of ethyl 6-O-tert-butyldiphenylsilyl-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (1) with various peracetylated 1-hydroxy sugars in the presence of a catalytic amount of palladium(O) gave the corresponding unsaturated 1,4-disaccharides and trisaccharides. In all cases the reaction is regio- and stereospecific according to the unsaturated moiety, alkylation occuring only at C-4 of the unsaturated carbohydrate, with overall retention of configuration.
Databáze:	OpenAIRE
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