The arylation of bicyclic oxathiane glycosyl donors has been achieved using benzyne generated in situ from 1-aminobenzotriazole (1-ABT) and lead tetraacetate. Following sulfur arylation, glycosylation of acetate ions proceeded with high levels of stereoselectivity to afford a-glycosyl acetates in a 'one-pot' reaction, even in the presence of alternative acceptor alcohols.
A general strategy for stereoselective glycosylations
The principal challenge that the synthesis of oligosaccharides of biological importance presents is the development of a general approach for the stereoselective introduction of a glycosidic linkage. It is shown here that a (1S)-phenyl-2-(phenylsulfanyl)e
Kim, Jin-Hwan,Yang, Hai,Park, Jin,Boons, Geert-Jan
p. 12090 - 12097
(2007/10/03)
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