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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

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

AJ Birch and GSR Subba Rao

Australian Journal of Chemistry 23(8) 1641 - 1649
Published: 1970

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.

https://doi.org/10.1071/CH9701641

© CSIRO 1970

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