C-glycosyl juglone in angucycline synthesis: Total synthesis of galtamycinone, common aglycon of C-glycosyl naphthacenequinone-type angucyclines

被引：29

作者：

Matsumoto, T ^{[1
]}

Yamaguchi, H ^{[1
]}

Suzuki, K ^{[1
]}

机构：

[1] KEIO UNIV,DEPT CHEM,KOHOKU KU,YOKOHAMA,KANAGAWA 223,JAPAN

来源：

TETRAHEDRON | 1997年 / 53卷 / 48期

关键词：

D O I：

10.1016/S0040-4020(97)01034-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A two-step access to C-glycosyl juglones, 16 and 17, useful intermediates toward the angucyclines, either benz[a]anthraquinone-type or naphthacenequinone-type, has been developed based on (1) the O-->C-glycoside rearrangement and (2) the regioselective cycloaddition of alpha-alkoxybenzyne and alpha-oxyfuran. The first total synthesis of galtamycinone (2), the common aglycon of naphthacenequinone-type angucyclines, has been achieved by utilizing 17 as the key intermediate. (C) 1997 Elsevier Science Ltd.

引用

页码：16533 / 16544

页数：12

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