title: Diastereoselective synthesis of carbapenams via Kinugasa reaction.
abstract: A facile approach to carbapenams via Kinugasa reaction between terminal copper acetylides and nonracemic cyclic nitrones derived from malic and tartaric acid is reported. The stereochemical preferences observed in these reactions are explained. The reaction provides an entry to the carbapenams basic skeleton.
authors.affiliation: Institute of Organic Chemistry of Polish Academy of Sciences Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Stecko
authors.forename: Adam
authors.initials: A
authors.lastname: Mames
authors.forename: Bartłomiej
authors.initials: B
authors.lastname: Furman
authors.forename: Marek
authors.initials: M
authors.lastname: Chmielewski
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D015780:Carbapenems / Q000138:chemical synthesis* / Q000737:chemistry; D003300:Copper / Q000737:chemistry; D003497:Cyclic N-Oxides / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D015780:Carbapenems; D003497:Cyclic N-Oxides; D007454:Iodides; D003300:Copper; C073870:cuprous iodide