
%0 Journal Article
%A Prager, RH 
%A Reece, PA 
%T On the alkylation of &#945;-bromo ketones by trialkylboranes
%J Australian Journal of Chemistry
%D 1975/08/01
%V 28
%N 8
%P 1775-1783
%K 
%R https://doi.org/10.1071/CH9751775
%U https://www.publish.csiro.au/paper/CH9751775 
%X The reaction of 2-halocycloalkanones with organoboranes in the presence of base has been studied. The transfer of an alkyl group from boron to carbon is the rate-limiting step, and the nature of the intermediate is discussed. 2-Bromocyclopentanones react faster than 2- bromocyclohexanones than 2-bromocycloheptanones, but &#945;-chloro- and &#945;- iodo-cyclohexanones do not undergo alkylation. The stereochemistry of reagent and product is discussed and an efficient one-pot alkylation of cycloalkanones is described. 
