Sucrochimie IV.1Synthèse régiosétective de dérivés aminés du saccharose via la réaction de Mitsunobu
- 1 March 1988
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 7 (1) , 21-31
- https://doi.org/10.1080/07328308808058901
Abstract
A convenient route for the regiosetective substitution of the primary hydroxyls of sucrose is reported. The application of Mitsunobu's procedure with phthatimide yields. without chromatographic separations, di- cr triphtha-timido derivatives substituted at the 6.6′ and 1′ positions of sucross. Simutta-neous formation of a 3′,4′ epoxide in the tagato configuration is observed. The corresponding aminodeoxysucroses are obtained by hydrazinolysis of those derivatives.Keywords
This publication has 13 references indexed in Scilit:
- Désoxygénation régiospécifique en 6,6′ du saccharoseCarbohydrate Research, 1986
- Improved synthesis of ‘cord factor’ analoguesJournal of the Chemical Society, Chemical Communications, 1984
- Derivatives of sucrose 3′,4′-epoxideCarbohydrate Research, 1983
- Amino sugars: a new class of inhibitors of dextransucraseCarbohydrate Research, 1981
- Epoxidation with triphenylphosphine and diethyl azodicarboxylate: epoxide derivatives of sucroseCarbohydrate Research, 1980
- Synthesis of 6,6′-dideoxy-6,6′-dihalosucroses and conversion of 6,6′-dichloro-6,6′-dideoxysucrose hexa-acetate into 6,6′-diamino-6,6′-dideoxysucroseCarbohydrate Research, 1980
- Synthesis of 6,6′-disubstituted sucrose derivatives from 1′,6,6′-tri-O-tripsylsucroseCarbohydrate Research, 1976
- SucrochemistryCarbohydrate Research, 1973
- Amination of sugar derivatives with a mixture of phthalimide, triphenylphosphine, and diethyl azodicarboxylateCarbohydrate Research, 1972
- The synthesis of sucrose 6′-phosphateCarbohydrate Research, 1972