Reduction by dissolving metals. XV. Reactions of some cyclohexadienes with metal-ammonia solutions

Birch, A. J. ; Subba Rao, G. S. R. (1970) Reduction by dissolving metals. XV. Reactions of some cyclohexadienes with metal-ammonia solutions Australian Journal of Chemistry, 23 (8). pp. 1641-1649. ISSN 0004-9425

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Official URL: http://www.publish.csiro.au/?paper=CH9701641

Related URL: http://dx.doi.org/10.1071/CH9701641

Abstract

Reduction by metal-ammonia solutions of 1-methoxycyclohexa-1,3-dienes gives mixtures of cyclohexenes and 1-methoxycyclohexenes, the ratios being de- pendent on presence or absence of an alcohol. In the absence of a proton source other than ammonia 1-methoxycyclohexa-1,4-dienes are reducible directly, under- going preliminary conjugation under the basic conditions. Possible mechanisms are discussed.

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