TOTAL SYNTHESIS OF 2,3-DIHYDROILLUDINE-M BY CYCLOADDITION OF ENAMINE TO CYCLOPROPENE

被引：9

作者：

FRANCKNEUMANN, M

MIESCH, M

BARTH, F

机构：

[1] Laboratoire de Chimie Organique Synthétique, associé au CNRS, Institut de Chimie, 67000 Strasbourg, 1, rue Blaise Pascal

来源：

TETRAHEDRON | 1993年 / 49卷 / 07期

关键词：

ILLUDINE-M; ELECTROPHILIC CYCLOPROPENE; SPIROCYCLIC ENAMINE; 2+2] CYCLOADDITION; 2-AMINOBICYCLO [2.1.0] PENTANE; SOLVOLYTIC CLEAVAGE; SEO2 ALLYLIC OXIDATION; MOOPH HYDROXYLATION;

D O I：

10.1016/S0040-4020(01)90193-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cycloaddition of the gem-dimethylcyclopropenic methyl ester 1 with the morpholinospiro [2,5] octene 2, followed by solvolytic ring cleavage of the 2-morpholinobicyclo [2.1.0] pentane adduct provides the key sequence for the synthesis of 2,3-dihydro Illudine M 18, closely related to the natural antitumoral and antibacterial Illudine M.

引用

页码：1409 / 1420

页数：12

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