Solid-phase synthesis of isoxazoles using vinyl ethers as chameleon catches

被引：28

作者：

Barrett, AGM ^{[1
]}

Procopiou, PA

Voigtmann, U

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

[2] GlaxoSmithKline Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 20期

关键词：

D O I：

10.1021/ol016479x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

GRAPHICS Regloselective 1,3-dipolar cycloadditions of supported vinyl ethers (RC)-C-1(=CH2)o-CH2-polymer, prepared by the Tebbe olefination of (RCO2)-C-1-CH2-polymer, with ethyl cyanoformate N-oxide gave supported isoxazoline derivatives. Release from the support under mild acidic conditions gave the isoxazoles ethyl 5-R-1-isoxazole-3-carboxylates. Alternatively, further on-resin functionalization of the RI substituent using Suzuki coupling reactions and release from the support under acidic conditions gave more structurally diverse isoxazoles.

引用

页码：3165 / 3168

页数：4

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