EnglishThe electroreduction of tetra-O-acetyl-α-D-glucopyranosyl bromide (1) has been studied in dipolar aprotic solvents at mercury electrodes. The overall electrode process is a two electron C-Br bond cleavage coupled to a very fast elimination of acetate ion. Macroreduction afforded tri-O-acetyl-D-glucal (2) as the major product, two co-products arising from father-son reactions. In the presence of acetic acid, however, (2) was quantitatively formed.
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http://hdl.handle.net/11568/15913| Autori interni: | CATELANI, GIORGIO |
| Autori: | MARAN F; VIANELLO E; CATELANI G; D'ANGELI F |
| Titolo: | ELECTROCHEMICAL REDUCTION OF TETRA-O-ACETYL-ALPHA D-GLUCOPYRANOSYL BROMIDE - A MILD AND QUANTITATIVE SYNTHESIS OF A GLYCAL |
| Anno del prodotto: | 1989 |
| Digital Object Identifier (DOI): | 10.1016/0013-4686(89)87064-1 |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
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