Subtle Stereochemical and Electronic Effects in Iridium-Catalyzed Isomerization of C-Allyl Glycosides
| Autor: | Ramesh Patnam, René Roy, Juan M. Juarez‐Ruiz |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
chemistry.chemical_classification
Reaction mechanism Vinyl Compounds Molecular Structure Monosaccharides Organic Chemistry Cationic polymerization chemistry.chemical_element Glycoside Stereoisomerism General Medicine Iridium Biochemistry Medicinal chemistry Catalysis chemistry Electronic effect Organic chemistry Stereoselectivity Glycosides Physical and Theoretical Chemistry Isomerization Palladium |
| Zdroj: | Organic Letters. 8:2691-2694 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | [reaction: see text] Stereoselective isomerization of C-allyl glycosides into (E)-C-vinyl glycosides or (Z)-exo-glycals was carried out in the presence of the cationic iridium(I) catalyst [(Ph(2)MeP)(2)Ir(cod)PF(6)]. The products of the isomerization were affected by the relative 1,2-stereochemical relationships and by the nature of the protecting groups. These effects are discussed along with a plausible reaction mechanism. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|