title: Palladium catalyzed alkoxy- and aminocarbonylation of vinyl tosylates.
abstract: The palladium catalyzed alkoxycarbonylation and aminocarbonylation of vinyl tosylates are described. A variety of ketone and aldehyde derived vinyl tosylates may be carbonylated in the presence of primary, secondary, and tertiary alcohols, or primary and secondary amines, to provide the corresponding esters and amides in good yields. The alkoxycarbonylation was applied to a short synthesis of isoguvacine.
authors.affiliation: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, United States.
authors.forename: Diana C
authors.initials: DC
authors.lastname: Reeves
authors.forename: Sonia
authors.initials: S
authors.lastname: Rodriguez
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.forename: Nizar
authors.initials: N
authors.lastname: Haddad
authors.forename: Dhileepkumar
authors.initials: D
authors.lastname: Krishnamurthy
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000586:Amination; D000838:Anions / Q000737:chemistry; D002384:Catalysis; D005609:Free Radicals / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000838:Anions; D005609:Free Radicals; D008024:Ligands; D014753:Vinyl Compounds; C059688:alkoxyl radical; D010165:Palladium