The Journal of Organic Chemistry

Metal-ammonia reduction of. alpha.-tetralone. Competition between ring reduction, carbonyl reduction, and dimer formation

Z Marcinow, PW Rabideau

Index: Marcinow, Z.; Rabideau, P.W. Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 2117 - 2119

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Citation Number: 10

Abstract

The metal-ammonia reduction of cyclic ketones has received considerable attention,'and the mechanistic aspects of this reaction have been somewhat controversial. lcSd The incorporation of additional unsaturation present in aryl ketones provides greater complexity since, in principle, reduction may occur either at the carbonyl group or in the aromatic ring. In fact the reduction of aryl ketones to alcohols and/or hydrocarbons has been known for ...