title: A straightforward approach towards glycoamino acids and glycopeptides via Pd-catalysed allylic alkylation.
abstract: Chelated enolates are versatile nucleophiles for palladium-catalysed allylic alkylations. Even with complex allylic substrates the reaction proceed without significant isomerisation. This allows the stereoselective introduction of polyhydroxylated allylic sidechains into amino acids and peptides with retention of the olefin geometry.
authors.affiliation: Institut für Organische Chemie, Universität des Saarlandes, D-66123, Saarbrücken, Germany. u.kazmaier@mx.uni-saarland.de
authors.forename: Katja
authors.initials: K
authors.lastname: Krämer
authors.forename: Jan
authors.initials: J
authors.lastname: Deska
authors.forename: Christina
authors.initials: C
authors.lastname: Hebach
authors.forename: Uli
authors.initials: U
authors.lastname: Kazmaier
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D002621:Chemistry / Q000379:methods*; D015195:Drug Design; D006020:Glycopeptides / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry*; D008024:Ligands; D008956:Models, Chemical; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D013237:Stereoisomerism; D013912:Threonine / Q000737:chemistry
chemical_list: D000596:Amino Acids; D006020:Glycopeptides; D006027:Glycosides; D008024:Ligands; D010455:Peptides; D013912:Threonine; D010165:Palladium