title: Rhodium-catalyzed enantioselective addition of boronic acids to N-benzylnicotinate salts.
abstract: The highly enantioselective catalytic asymmetric addition of aryl and alkenylboronic acids to N-benzylnicotinate salt 1 is described. The dihydropyridine 2 reaction products can be converted to synthetically useful piperidines. Application of the methodology to the preparation of enantioenriched quaternary chiral centers is also discussed.
authors.affiliation: Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Route Trans-Canadienne, Kirkland, Québec, Canada H9H 3L1. christian.nadeau01@gmail.com
authors.forename: Nadeau
authors.initials: N
authors.lastname: Christian
authors.forename: Sara
authors.initials: S
authors.lastname: Aly
authors.forename: Kevin
authors.initials: K
authors.lastname: Belyk
mesh_terms: D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009539:Nicotinic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001897:Boronic Acids; D009539:Nicotinic Acids; D012492:Salts; D012238:Rhodium; C025653:nicotinic acid benzyl ester