Tetrahedron Letters p. 3809 - 3812 (1987)
Update date:2022-08-05
Topics:
Plusquellec, Daniel
Baczko, Krystyna
The primary hydroxyl groups of α-D-glucose and methyl-α-D-glucoside were selectively esterified by treating the free sugars with N-acylthiazolidine-2-thiones, thus affording respectively 6-O-acyl-D-glucopyranoses and methyl-6-O-acyl-α-D-glucopyranosides in high yields.This new reaction is compared with our previous synthesis of 1-O-acyl-β-D-glucopyranoses from β-D-glucose and interpreted in terms of anomeric effect.
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Doi:10.1016/S0020-1693(00)93852-0
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