ENANTIOSELECTIVE SYNTHESIS OF (R)-(-)-2-ACETYL-2,5,12-TRIHYDRO-1,2,3,4-TETRAHYDRO-6,11-NAPHTHACENEQUINONE VIA DIASTEREOSELECTIVE DIELS-ALDER CYCLOADDITION

被引：13

作者：

DIENES, Z ^{[1
]}

ANTONSSON, T ^{[1
]}

VOGEL, P ^{[1
]}

机构：

[1] UNIV LAUSANNE,CHIM SECT,2 RUE BARRE,CH-1005 LAUSANNE,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 06期

关键词：

D O I：

10.1016/S0040-4039(00)77479-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The BF3.Et2O-promoted Diels-Alder addition of 1-acetylvinyl (1'R,5'S,7'R)-3'-ethyl-2'-oxo-3'-aza-6',8'-dioxabicyclo[3.2.1]octane-7'-carboxylate (1-acetylvinylRADO(Et)) to 1-(dimethocymethyl)-2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.1]heptane was highly regio-, stereo and diastereoselective giving a monoadduct that was converted into (R)-(-)4-demethoxy-7-deoxydaunomycinone.

引用

页码：1013 / 1016

页数：4

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