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

The constitution of Gmelinol. III. Final elucidation

AJ Birch, GK Hughes and E Smith

Australian Journal of Chemistry 7(1) 83 - 86
Published: 1954

Abstract

Reduction of gmelinol (I) with sodium and ethanol in liquid ammonia gives the trio1 (III), the constitution of which is confirmed by oxidation with lead tetra-acetate to produce formaldehyde. Eudesmin (VIII) by a similar reduction gives rise to the enantiomer of the known diol (IX), galgravin (X) gives rise to XI, and 3,4-dimethoxy-benzyl decyl ether produces 3,4-dimethoxytoluene.

https://doi.org/10.1071/CH9540083

© CSIRO 1954

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