Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10605638 | Carbohydrate Research | 2011 | 5 Pages |
Abstract
Reductive ring openings of 3-O-benzoyl-4,6-O-benzylidene-d-glucopyranosides with BH3·NMe3-AlCl3 are accompanied by side reactions, such as debenzoylation and reduction of the benzoate to benzyl ether. This phenomenon was rationalized by aluminium chelate formation between the O-4 acetal and the benzoyl carbonyl group oxygens. It was also shown that these side reactions can be eliminated by using BH3·THF as the reducing agent.
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Authors
Katalin Daragics, Pál Szabó, Péter Fügedi,