Abstract
Abstract Bromination and chlorination of 4,4-dimethylbicyclo[6.3.0]undecane-2,6-dione (2) with pyridinium bromide perbromide and sulfuryl chloride gave several α-halo-diones. The substituted positions and the stereochemistry of the halogen atoms have been assigned on the basis of their dehydrohalogenation and spectral data. The chlorination of 2 also gave a tricyclic dione (8) containing a cyclopropane ring. The structure of 8 was determined by means of 13C-NMR, as well as other types of spectroscopy. Dehydrochlorination of 7 gave a 5H-benzocyclo-heptene derivative (18).
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