Experiments directed towards the synthesis of anthracyclinones. VIII. Functionalization of hydroxyanthraquinones by reductive Claisen rearrangements
- 1 January 1984
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 37 (7) , 1511-1529
- https://doi.org/10.1071/ch9841511
Abstract
Gentle heating of allyloxyanthraquinones with sodium dithionite in dimethylformamide/water effects a rapid and controlled rearrangement to give high yields of 2-allylhydroxyanthraquinones.Starting from quinizarin, key intermediates for two synthetic routes to 4-demethoxydaunomycinone have been prepared from products by means of two such reductive Claisen rearrangements.Keywords
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