1-ALKOXYCARBONYLALKYLIDENETRIPHENYLARSORANES - PREPARATION AND REACTIONS

被引：15

作者：

CASTELLS, J

LOPEZCALAHORRA, F

YU, ZR

机构：

[1] Departament de Química Orgànica, Universitat de Barcelona, E-08028 Barcelona

来源：

TETRAHEDRON | 1994年 / 50卷 / 48期

关键词：

D O I：

10.1016/S0040-4020(01)85688-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The higher homologues of the well-studied alkoxycarbonylmethylenetriphenylarsonium(1) ylide (3, R=H) can be easily obtained through the sequence: a). preparation of alkyl 2-trifloxyalkanoates (1); b), reaction between these trifloxyderivatives and triphenylphosphine to give 1-alkoxycarbonylalkyltriphenylarsonium triflates (2); and c), basic treatment of the triphenylarsonium triflates (2) with alumina-supported potassium fluoride to give 1-alkoxycarbonylalkyledenetriphenylarsonium ylides (3). These higher homologues of(3, R=H) react with aromatic aldehydes in good to excellent yields. and give rise to synthetically interesting ''coupling'' and cyclopropanation reactions.

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页码：13765 / 13774

页数：10

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