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.
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收藏
页码：3165 / 3168
页数：4
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