Efficient Palladium(0)-Catalyzed Synthesis of Alkenyl 1-Thioglycosides and Thiodisaccharides

Autor:	Anna Zawisza, Denis Sinou, Boguslaw Kryczka, Stanislaw Porwanski, Paul Lhoste
Rok vydání:	2000
Předmět:	Stereospecificity chemistry Organic Chemistry Leaving group chemistry.chemical_element Organic chemistry Alkylation Biochemistry Palladium Catalysis
Zdroj:	Journal of Carbohydrate Chemistry. 19:795-804
ISSN:	1532-2327 0732-8303
DOI:	10.1080/07328300008544118
Popis:	Unsaturated thiodisaccharides are obtained in good yields by alkylation of ethyl α-O-▵2-glycosides, having a leaving group at C-4, with various thiocarbohydrates in the presence of a catalytic amount of palladium(0). The reaction is regio- and stereospecific for the α-erythro enoside, and only stereospecific in the case of the α-threo enoside, alkylation occurring at C-4 and C-2. In all cases, only the β-anomer is formed.
Databáze:	OpenAIRE
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