Catalytic asymmetric stetter reaction onto vinylphosphine oxides and vinylphosphonates.
An intramolecular Stetter reaction of vinylphosphine oxides and vinylphosphonates has been developed. Treatment of an aldehyde with a nucleophilic N-heterocyclic carbene catalyst allows for addition of an acyl anion equivalent into a vinylphosphine oxide or vinylphosphonate Michael acceptor in yields up to 99% and ee values up to 96%.
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Steven C
SC
Cullen
Tomislav
T
Rovis
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D000447:Aldehydes; D009943:Organophosphorus Compounds; D014753:Vinyl Compounds