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

Intramolecular Oxidative Coupling of Aromatic Compounds. VI. An Efficient Synthesis of Some Dibenzocyclooctene Lignans

AR Carroll and WC Taylor

Australian Journal of Chemistry 47(5) 937 - 941
Published: 1994


The 1,4-diaryl-2,3-dimethylbutanes (4) and (5) were readily prepared by reductive coupling of an arylacetone precursor followed by hydrogenation. Intramolecular oxidative coupling (dichlorodicyanobenzoquinone/trifluoroacetic acid) gave dibenzocyclooctene derivatives in good yield. (±)-Deoxyschizandrin and the corresponding trans isomer, existing in two distinct conformations, were prepared.

© CSIRO 1994

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