Enamides accessed from aminothioesters via a Pd(0)-catalyzed decarbonylative/β-hydride elimination sequence.
A facile synthesis of various enamides from aminothioesters via a palladium(0)-catalyzed decarbonylation/β-hydride elimination is reported. This protocol was applied to mercaptopyridyl C-terminal modified peptides for the generation of enamides without epimerization at stereogenic centers.
Min
Geanna K
GK
Center of Insoluble Protein Structures (InSpin), Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C., Denmark.
Hernández
Dácil
D
Lindhardt
Anders T
AT
Skrydstrup
Troels
T
D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry; D001688:Biological Products / Q000737:chemistry; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D000577:Amides; D000588:Amines; D000596:Amino Acids; D001688:Biological Products; D004952:Esters; D013438:Sulfhydryl Compounds; D010165:Palladium; D006859:Hydrogen