【摘要】 <正> 以呋喃(2)和顺丁烯二酸酐(3)为起始原料,通过 Diels-Alder 反应等九步合成了蒽环酮——2-乙酰-5,12-乙酰氧基-1,2,3,4-四氢丁省-6,11-二酮(1),总收率约15％。2和3反应得酸酐4。4经相转移催化还原成二醇5,5的二酯6,不经分离直接处理得5,6-二亚甲基-7-氧杂二环[2.2.1]庚-2-烯(7),7和丁烯酮反应生成2-乙酰-5,8-环氧-1,2,3,4,5,8-六氢化萘(8)8和α,α,α′,更多还原

【Abstract】 This thesis reports the synthesis of anthra-cyclinone,2-acetyl-5,12-diacetoxy-1,2,3,4-tetrahydro-6,11-naphthacenedione mainly bythe Diels-Alder reaction with an overall yieldof 15%.Starting from furan（2）and maleicanhydride （3）,the anhydride 4 was prepared.4 was reduced to diol 5 under phase transfercatalysis.The reaction of 5 with p-TsCl gavediester 6,followed by eliminating the tosylatogroups to give 7 without separation of 6.Thereaction of 7 with methyl vinyl ketone gave 8,（an unreported compound）which reacted withα,α,α′,α′-tetrabromo-o-xylene with simultaneousaromatization under KI/DMF afforded 9.Oxida-tion of 9 with oxygen in aqueous TFA gave 10.The reduction and esterification of 10 withZn-Ac₂O gave 11,which by oxidation underaqueous CrO₃-HOAc gave anthracyclinone 1.This synthetic route has advantages of easilyobtainable materials,simple manipulation mildconditions as well as high yield,and may beapplied to other anthracyclinones.更多还原