Rw. Gable et al., SELECTIVE BROMOCHLORINATION OF OMOTRICYCLO[5.2.1.0(2,6)]DECA-3,8-DIENE-5,10-DIONE 10-ETHYLENE ACETAL AT THE CONJUGATED CARBON-CARBON DOUBLE-BOND, Australian Journal of Chemistry, 47(5), 1994, pp. 963-968
Exposure of (1) to bromine in thionyl chloride/dimethylformamide produ
ced (5), the result of regio- and stereo-selective addition of bromine
chloride across the carbonyl-conjugated double bond. The structure of
(5) was determined by X-ray crystallography, and its mode of formatio
n is discussed in terms of the carbonyl attack mechanism. [