title: Enantioselective boronate additions to N-acyl quinoliniums catalyzed by tartaric acid.
abstract: Tartaric acid catalyzes the asymmetric addition of vinylboronates to N-acyl quinoliniums, affording highly enantioenriched dihydroquinolines. The catalyst serves to activate the boronate through a ligand-exchange reaction and generates the N-acyl quinolinium in situ from the stable quinoline-derived N,O-acetal.
authors: Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Life Sciences and Engineering Building, Boston University, 24 Cummington Street, Boston, Massachusetts 02215, USA.
authors: Tomohiro
authors: T
authors: Kodama
authors: Philip N
authors: PN
authors: Moquist
authors: Scott E
authors: SE
authors: Schaus
mesh_terms: D000080:Acetals / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013644:Tartrates / Q000737:chemistry*
chemical_list: D000080:Acetals; D001897:Boronic Acids; D011804:Quinolines; D013644:Tartrates; C029768:tartaric acid