Tetrahedron Letters p. 6991 - 6994 (1999)
Update date:2022-08-05
Topics:
Gridley, Jonathan J.
Osborn, Helen M.I.
Suthers, William G.
Regioselective C-3-O-acylation and O-alkylation of ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside, phenyl 4,6-O-benzylidene-β-D-glucopyranoside and phenyl 4,6-O-benzylidene-1-seleno-β-D-glucopyranoside is described. Regioselectivity is obtained by first treating the benzylidene diols with sodium hydride and copper (II) chloride to form a THF soluble copper chelate.
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