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Experiments directed towards the synthesis of anthracyclinones. VIII. Functionalization of hydroxyanthraquinones by reductive Claisen rearrangements

…, PJ Boniface, RC Cambie, PA Craw, Z Huang…

文献索引:Boddy, Ian K.; Boniface, Peter J.; Cambie, Richard C.; Craw, Peter A.; Huang, Zhen-Dong; et al. Australian Journal of Chemistry, 1984 , vol. 37, # 7 p. 1511 - 1529

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被引用次数: 13

摘要

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.