Reactions of phenyldimethylsilyllithium with beta-N,N-dimethylaminoenones.
Phenyldimethylsilyllithium reacts with the beta-N,N-dimethylaminoenones 1 and 7, with the enal 5, and with ethyl beta-N,N-dimethylaminoacrylate 9 to give the corresponding alpha,beta-unsaturated carbonyl compounds with a beta-phenyldimethylsilyl group, but in the last case only when the reaction mixture is given a mysteriously brief treatment with methyl iodide before workup.
Fleming
Ian
I
Department of Chemistry, Lensfield Road, Cambridge, UK CB2 1EW. if10000@cam.ac.uk
Marangon
Elena
E
Roni
Chiara
C
Russell
Matthew G
MG
Chamudis
Sandra Taliansky
ST