Journal of the Chemical Society. Chemical communications p. 1391 - 1394 (1995)
Update date:2022-08-03
Topics:
Bertho, Jean-Noel
Ferrieres, Vincent
Plusquellec, Daniel
O-Glycosidation of totally O-unprotected D-galacturonic acid 1 in THF provides α-pyranosides 4a when promoted with BF3*OEt2 whereas β-furanosides 6β were obtained in the presence of FeCl3; when the same reaction is performed with D-glucuronic acid 2 or 'D-glucurone' 3, alkyl-D-glucofuranosidurono-6,3-lactones 7 are synthesized in excellent yields and high β-selectivity.
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