REGIOSELECTIVE 2,3-DI-O-SILYLATION OF METHYL 6-CHLORO-6-DEOXY-ALPHA-D-GLUCOPYRANOSIDE

Citation
Dj. Collins et Ed. Jones, REGIOSELECTIVE 2,3-DI-O-SILYLATION OF METHYL 6-CHLORO-6-DEOXY-ALPHA-D-GLUCOPYRANOSIDE, Australian Journal of Chemistry, 47(7), 1994, pp. 1419-1421
Citations number
2
Categorie Soggetti
Chemistry
ISSN journal
00049425
Volume
47
Issue
7
Year of publication
1994
Pages
1419 - 1421
Database
ISI
SICI code
0004-9425(1994)47:7<1419:R2OM6>2.0.ZU;2-V
Abstract
Reaction of methyl 6-chloro-6-deoxy-alpha-D-glucopyranoside (1) with a n excess of t-butyldimethylsiyl chloride in dimethylformamide in the p resence of imidazole gave 53% of the corresponding 2,3-di-O-t-butyldim ethylsilyl ether (2); under similar conditions D-gluconic acid 1,5-lac tone (3) afforded 83% of the 2,3,4,6-tetra-O-t-butyldimethylsilyl ethe r (4).