Benzyne arylation of oxathiane glycosyl donors
Martin A Fascione1, W Bruce Turnbull
1School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK.
Abstract:
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 α -glycosyl acetates in a 'one-pot' reaction, even in the presence of alternative acceptor alcohols.
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