American Chemical Society
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Tandem Nucleophilic Addition/Cyclization Reaction in the Synthesis of Ketimine-Type Iminosugars

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journal contribution
posted on 2008-05-02, 00:00 authored by Jean-Bernard Behr, Adel Kalla, Dominique Harakat, Richard Plantier-Royon
The biological activity of unsaturated iminosugars has not yet been extensively studied because of a lack of general synthetic methods. A practical synthesis of these cyclic ketimine sugars was developed, which was based on a tandem addition−cyclization reaction of a Grignard reagent to a ω-methanesulfonylglycononitrile.