title: Highly selective hydroformylation of the cinchona alkaloids.
abstract: The four naturally occurring cinchona alkaloids were subjected to hydroformylation to create an extra functional group that allows immobilization. Cinchonidine, quinine, and quinidine, could be hydroformylated with virtually complete terminal selectivity, using a rhodium/tetraphosphite catalyst. The cinchonidine aldehyde was reduced to the alcohol and subjected to reductive amination with benzylamine.
authors.affiliation: DSM Fine Chemicals-Advanced Synthesis & Catalysis, P.O. box 18, 6160 MD Geleen, The Netherlands.
authors.forename: Marielle
authors.initials: M
authors.lastname: Lambers
authors.forename: Felix H
authors.initials: FH
authors.lastname: Beijer
authors.forename: José M
authors.initials: JM
authors.lastname: Padron
authors.forename: Imre
authors.initials: I
authors.lastname: Toth
authors.forename: Johannes G
authors.initials: JG
authors.lastname: de Vries
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011802:Quinidine / Q000494:pharmacology; D011803:Quinine / Q000494:pharmacology; D012238:Rhodium / Q000737:chemistry
chemical_list: D000438:Alcohols; D000447:Aldehydes; D002930:Cinchona Alkaloids; C041622:cinchonidine; D011803:Quinine; D012238:Rhodium; D011802:Quinidine