Abstract

Lithium-liquid ammonia reduction of the cyclopropyl β-ketoester 2 furnished a 1:1 mixture of hydrindane and decalin systems 3 and 4 . Whereas under the same conditions the ketones 5 and 6 furnished the hydrindanones 10 and 13 ; and the hydroxy ester 7 furnished the decalin system 14 , via the regiospecific cleavage of either C 3C 2 bond or C 3C 1 bond.

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