title: An efficient synthesis of enamides from ketones.
abstract: A new synthesis of enamides from ketones is disclosed that involves a phosphine-mediated reductive acylation of oximes. The resulting enamides are isolated in good yields (up to 89%) and excellent purity, permitting a subsequent hydrogenation to access enantiopure acetamides at catalyst loadings practical for large-scale applications.
authors.affiliation: Chemical Process Research and Development, Sepracor Inc., 84 Waterford Drive, Marlborough, Massachusetts 01752, USA.
authors.forename: Hang
authors.initials: H
authors.lastname: Zhao
authors.forename: Charles P
authors.initials: CP
authors.lastname: Vandenbossche
authors.forename: Stefan G
authors.initials: SG
authors.lastname: Koenig
authors.forename: Surendra P
authors.initials: SP
authors.lastname: Singh
authors.forename: Roger P
authors.initials: RP
authors.lastname: Bakale
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000577:Amides; D007659:Ketones