An efficient synthesis of enamides from ketones.
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.
Zhao
Hang
H
Chemical Process Research and Development, Sepracor Inc., 84 Waterford Drive, Marlborough, Massachusetts 01752, USA.
Vandenbossche
Charles P
CP
Koenig
Stefan G
SG
Singh
Surendra P
SP
Bakale
Roger P
RP
D000577:Amides / Q000138:chemical synthesis*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure
D000577:Amides; D007659:Ketones