The rate of elimination of a beta-amino zinc reagent is reduced by using a better leaving group.
Replacing the N-Boc-protecting group on a beta-amino organo-zinc reagent with a trifluoroacetyl group, which would be expected to make the nitrogen a better leaving group, results in a reagent that is more stable towards elimination.
Jackson
Richard F W
RF
Department of Chemistry, Dainton Building, University of Sheffield, Brook Hill, Sheffield, UK S3 7HF. r.f.w.jackson@shef.ac.uk
Rilatt
Ian
I
Murray
P John
PJ