Article ID Journal Published Year Pages File Type
10605638 Carbohydrate Research 2011 5 Pages PDF
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.
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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