A concise total synthesis of brasiliquinones B and C and 3-deoxyrabelomycin

被引:32
作者
Mal, D [1 ]
Roy, HN [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 21期
关键词
D O I
10.1039/a905667j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of brasiliquinones B and C, 2 and 3 and 3-deoxyrabelomycin 4a has been accomplished in 6-7 steps from the common precursor 18b. The key naphthalenones 6 were prepared in 5 steps from tetralone 17 in a regioselective manner. Anionic annulation of cyanophthalide 7c with 6 readily provided tetracyclic precursors 5 in excellent yields, sunlight-promoted photooxidation of which led to the synthesis of the title compounds.
引用
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页码:3167 / 3171
页数:5
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