title: Organocatalyzed cascade reactions of carbohydrates - a direct access to C-glycosides.
abstract: An organocatalyzed transformation to elongate unprotected carbohydrates is described. This operationally simple methodology is based on a Knoevenagel-oxa-Michael cascade. This reaction is catalyzed by proline and DBU. Products were obtained with exceptional high degrees of stereoselectivity.
authors.affiliation: Department of Chemistry, Humboldt-University, Brook-Taylor Str. 2, 12489 Berlin, Germany. rainer.mahrwald@rz.hu-berlin.de.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Voigt
authors.forename: Rainer
authors.initials: R
authors.lastname: Mahrwald
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000737:chemistry; D006027:Glycosides; D009005:Monosaccharides / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C438934:C-glycoside; D002241:Carbohydrates; D004952:Esters; D006027:Glycosides; D009005:Monosaccharides; D011392:Proline