
%0 Journal Article
%A Prager, RH 
%A Tippett, JM 
%T Organoboranes in organic synthesis. I. The reaction with &#945;,&#945;'-dibromo ketones in the presence of base
%J Australian Journal of Chemistry
%D 1974/07/01
%V 27
%N 7
%P 1457-1466
%K 
%R https://doi.org/10.1071/CH9741457
%U https://www.publish.csiro.au/paper/CH9741457 
%X &#945;,&#945;?-Dibromocycloalkanones react with organoboranes in the presence of base to give products dependent on the amount and type of base used. Small alkoxides yield mainly the reduced cycloalkanone; one equivalent of more hindered alkoxides also leads to reduction, but two equivalents of hindered alkoxides afford monoalkylcycloalkanones. Unsymmetrical dibromo ketones give alkylation exclusively on the least hindered side. 
