4.4 Article

A practical fluorous benzylidene acetal protecting group for a quick synthesis of disaccharides

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 25, Pages 4431-4436

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.04.106

Keywords

benzylidene acetal group; regioselective reduction; oligosacchrides; fluorous solid phase extraction

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A new fluorous benzylidene acetal protecting group was regio selectively introduced into carbohydrates, deprotected under acidic conditions, and reused. Oligosaccharides were synthesized via regioselective conversion of the fluorous acetal group to the benzyl group by traditional reaction conditions. The fluorous compounds were easily separated from non-fluorous by-products by fluorous solid phase extraction. (c) 2007 Elsevier Ltd. All rights reserved.

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