Synthesis of homophthalates from allenic diesters: Conversion into viocristin and analogues, and application to 6-methylpretetramid

被引:7
作者
Caliskan, E [1 ]
Cameron, DW [1 ]
Griffiths, PG [1 ]
机构
[1] Univ Melbourne, Sch Chem, Parkville, Vic 3052, Australia
基金
澳大利亚研究理事会;
关键词
D O I
10.1071/CH99065
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxy-substituted homophthalic anhydrides have been synthesized by cycloaddition of di- and tri-oxy butadienes to the allenic diester (1). By base-catalysed cycloaddition to appropriate benzoquinones they have afforded new syntheses of viocristin (19), isoviocristin (20) and analogous 1,4-anthraquinones. Related chemistry has led to the naphthalene (34) and the anhydride (35), intermediates in published syntheses of semivioxanthin and 6-methylpretetramid respectively.
引用
收藏
页码:1013 / 1020
页数:8
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