An efficient and mild bismuth triflate-catalysed three-component Mannich-type reaction.
In the presence of a catalytic amount of Bi(OTf)(3).4H(2)O, aldehydes together with amines react with silyl enolates to afford the corresponding Mannich-type adducts smoothly. A wide variety of silyl enolates derived from ketones, as well as esters and thioesters, react rapidly to afford the beta-amino ketones or the beta-amino esters in high yields (up to 94%).
Ollevier
Thierry
T
Département de Chimie, Université Laval, Québec, Canada. thierry.ollevier@chm.ulaval.ca
Nadeau
Etienne
E
D000814:Aniline Compounds / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D008698:Mesylates / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*
D000814:Aniline Compounds; D001547:Benzaldehydes; D008698:Mesylates; D012821:Silanes; C445789:Bi(OTf)3; C023650:aniline; C032175:benzaldehyde