TOTAL SYNTHESIS OF ANTIBIOTIC C104 - BENZYNE-FURAN CYCLOADDITION APPROACH TO THE ANGUCYCLINES

被引：54

作者：

MATSUMOTO, T ^{[1
]}

SOHMA, T ^{[1
]}

YAMAGUCHI, H ^{[1
]}

KURATA, S ^{[1
]}

SUZUKI, K ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 1995年 / 51卷 / 27期

关键词：

D O I：

10.1016/0040-4020(95)00384-K

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

First total synthesis of antibiotic C104 (1), a prototypical member of the angucyclines, was accomplished. Highly regioselective cycloaddition of alpha-alkoxybenzyne 12 with angularly fused alpha-siloxyfuran 10 enabled the straightforward construction of the characteristic benz[a]anthraquinone framework. The D-olivosyl C-glycoside was introduced via the O-->C-glycoside rearrangement in a regio- and stereoselective manner.

引用

页码：7347 / 7360

页数：14

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