Total synthesis of angucyclines.: Part 15:: A short synthesis of (±)-6-deoxybrasiliquinone B

被引:28
作者
Krohn, K [1 ]
Micheel, J [1 ]
Zukowski, M [1 ]
机构
[1] Univ Paderborn, Facbereich Chem & Chem Tech, D-33098 Paderborn, Germany
关键词
Diels-Alder reaction; boron triacetate; angucycline antibiotics; brasiliquinones; dimethyldioxirane oxidation;
D O I
10.1016/S0040-4020(00)00398-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 6-deoxybrasiliquinones 2 and 14a were prepared by a boron triacetate mediated Diels-Alder reaction of juglone (9) with the crude mixture of ethoxy dienes 6 and 7. The primary non-aromatic Diels-Alder product 10 was isolated after reaction of the dienol 8 with 9. Dimethyldioxirane oxidation of 10 afforded the epoxide 11. (C) 2000 Published by Elsevier Science Ltd.
引用
收藏
页码:4753 / 4758
页数:6
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