The rearrangement of 11,13-dibromo-9,10-dimethoxy-9,10-propanoanthracen-12-ones to the corresponding Favorskii products

被引:6
作者
Sarhan, AAO
机构
[1] Chemistry Department, Faculty of Science, Assiut University
来源
MONATSHEFTE FUR CHEMIE | 1997年 / 128卷 / 01期
关键词
allylic rearrangement; tetrabromoacetone; 9,10-dimethoxy-9,10-propanoanthracen-12-ones; ring contraction; molecular mechanics calculations (MM2);
D O I
10.1007/BF00807641
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Submitting cis- and trans-11,13-dibromo-9,10-dimethoxy-9,10-propanoanthracen-12-one (4a,b) to Favorskii conditions (MeOH/KOH, 60 degrees C) afforded the Favorskii ester 5a and the alpha-keto acetal 5b in 46% overall yield. Almost all reactions resulted in the formation of a single isomer which could be shown to be the most favored one by molecular mechanics calculations (MM2).
引用
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页码:79 / 83
页数:5
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