SYNTHESIS OF LARREANTIN, A CYTOTOXIC NAPHTHOQUINONOID SESQUILIGNAN FROM LARREA-TRIDENTATA

被引：19

作者：

COMBER, MF

SARGENT, MV

机构：

[1] Department of Chemistry, University of Western Australia, Nedlands

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 11期

关键词：

D O I：

10.1039/p19910002783

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Larreantin [8-(4-hydroxy-3-methoxyphenyl)-6-(4-hydroxy-3-methoxybenzyl)-2-methoxy-7-methylnaphthalene-1,4-dione] 1, a biogenetically unique cytotoxic naphthoquinonoid sesquilignan has been synthesized by a convergent route. The key intermediate was 4,5-dihydro-2-(5,7-diisopropoxy-1-methoxy-2-naphthyl)-4,4-dimethyloxazole 14 which was elaborated by treatment with 4-isopropoxy-3-methoxyphenylmagnesium bromide 26 and the product of this reaction was lithiated and allowed to react with 4-isoproproxy-3-methoxybenzaldehyde 28. Subsequent steps then gave larreantin 1.

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页码：2783 / 2787

页数：5

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