A [3+2]-NITRILE OXIDE CYCLOADDITION APPROACH TO (-)-PYRENOPHORIN, AND ROSEFURAN

被引：19

作者：

BARCO, A ^{[1
]}

BENETTI, S ^{[1
]}

DERISI, C ^{[1
]}

POLLINI, GP ^{[1
]}

ZANIRATO, V ^{[1
]}

机构：

[1] UNIV FERRARA,DIPARTIMENTO SCI FARMACEUT,I-44100 FERRARA,ITALY

来源：

TETRAHEDRON | 1995年 / 51卷 / 28期

关键词：

D O I：

10.1016/0040-4020(95)00392-L

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[3+2] Nitrile oxide cycloaddition chemistry has been conveniently applied as carbon-carbon bond forming reaction for the assemblage of the functionalized carbon atom fragments required for the synthesis of two simple but different targets such as the macrolide antibiotic (-)-pyrenophorin 1 and rosefuran 2, a trace component of the high prized oil of rose. In both cases, an intermediate 3,5-disustituted isoxazoline ring system has been used as serviceable precursor of the the salient structural feature of the targets, namely a gamma-oxoacrylate moiety, common to many biologically active compounds, and a beta,gamma-dihydroxyketone functionality, easily converted by mild acid treatment to rosefuran.

引用

页码：7721 / 7726

页数：6

共 18 条

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