Reactive ketenes through a carbonate/amine shuttle deprotonation strategy: catalytic, enantioselective alpha-bromination of acid chlorides.
[reaction: see text] We have developed an efficient methodology for the generation of ketenes by employing a catalytic shuttle base and potassium carbonate as a stoichiometric base. We have applied this technology to the catalytic, asymmetric alpha-bromination of acid chlorides.
Hafez
A M
AM
Department of Chemistry, Johns Hopkins University, 3400 North Charles St., Baltimore, Maryland 21218, USA.
Taggi
A E
AE
Wack
H
H
Esterbrook
J
J
Lectka
T
T