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

Intramolecular Oxidative Coupling of Aromatic Compounds. V. para-para Diphenolic Oxidative Coupling as a Possible Route to the Eupodienone Skeleton

AR Carroll, AS Krauss and WC Taylor

Australian Journal of Chemistry 46(3) 277 - 292
Published: 1993

Abstract

The synthesis of (2RS,3RS)-1,4-bis(4-hydroxy-3,5-dimethoxyphenyl)-2,3-dimethylbutan-1-one (9) is described. Diphenolic oxidative coupling of (9) gave the unstable dienone (24), which decomposed in methanol to give what is believed to be the acetal (26). Synthesis of the related diarylbutane (10) was also achieved, but diphenolic coupling gave no useful result. The claimed formation of the bis ( spiro dienone ) (7) on oxidation of 4,4′-(butane-1,4-diyl) bisphenol could not be confirmed.

https://doi.org/10.1071/CH9930277

© CSIRO 1993

Committee on Publication Ethics


Export Citation Get Permission

View Dimensions