
%0 Journal Article
%A Carman, RM 
%A Venzke, BN 
%T Halogenated terpenoids. VIII. The halogenation of some axial &#945;-Bromo-<I>p</I>-menthanones. Boat conformers of halogenated cyclohexanones
%J Australian Journal of Chemistry
%D 1973/09/01
%V 26
%N 9
%P 1977-2007
%K 
%R https://doi.org/10.1071/CH9731977
%U https://www.publish.csiro.au/paper/CH9731977 
%X The structures of some halogenated p-menthan-2-ones and p-menthan-3- ones are determined. Some cyclohexanones with &#945;-axial bromine and &#945;?- equatorial bromine substituents exist in a boat conformation provided an additional attractive halogen&#8594;carbonyl interaction is available to stabilize the boat through a five-membered bridging ring. Some profound differences in the conformations of bromo- and chloro-cyclohexanones are noted. The &#945;?-bromination of &#945;-bromocyclohexanones is discussed. The configurations of the new compounds are determined chemically and the conformations are determined chiefly by p.m.r. spectroscopy. 
