title: Tandem nucleophilic addition/cyclization reaction in the synthesis of ketimine-type iminosugars.
abstract: 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 omega-methanesulfonylglycononitrile.
authors: Institut de Chimie Moléculaire de Reims, UFR Sciences, CNRS, BP 1039, 51687 Reims Cedex 2, France. jb.behr@univ-reims.fr
authors: Jean-Bernard
authors: JB
authors: Behr
authors: Adel
authors: A
authors: Kalla
authors: Dominique
authors: D
authors: Harakat
authors: Richard
authors: R
authors: Plantier-Royon
mesh_terms: D001554:Benzene / Q000737:chemistry; D003500:Cyclization; D004952:Esters / Q000737:chemistry; D050111:Imino Sugars / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004952:Esters; D050111:Imino Sugars; D011758:Pyrroles; D001554:Benzene