
TY  - JOUR
A1  - Carman, RM 
A1  - Venzke, BN 
T1  - Halogenated terpenoids. VIII. The halogenation of some axial &#945;-Bromo-<I>p</I>-menthanones. Boat conformers of halogenated cyclohexanones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 9
SP  - 1977
EP  - 2007
KW  - 
UR  - https://doi.org/10.1071/CH9731977 
N2  - 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. 
ER  -

