RING-OPENING OF ISOXAZOLIDINE SYSTEM - HOMOLOGATION OF 3-ARYL INTO 3-STYRYL NITRONES VIA INTERMEDIATE 5-HYDROXY-ISOXAZOLIDINES

被引：7

作者：

CHIACCHIO, U

LIGUORI, A

ROMEO, G

SINDONA, G

UCCELLA, N

机构：

[1] UNIV RENDE,DIPARTIMENTO CHIM,I-87036 RENDE,ITALY

[2] UNIV MESSINA,DIPARTIMENTO FARMACO CHIM,I-98168 MESSINA,ITALY

来源：

TETRAHEDRON | 1992年 / 48卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(01)88315-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High yield conversion of 3-aryl-5-ethoxy-isoxazolidines into 3-styryl nitrones has been achieved by 1,5 h refluxing in aq. H2SO4 or catalytic p-toluensulfonic acid/ethanol media. The rearrangement pathway is interpretable on the basis of the ring-opening process of intermediate 5-hydroxy-isoxazolidines. Formation of a masked 5-OH function has been also developed by basic or acid treatment of 5-acetoxy-isoxazolidines.

引用

页码：9473 / 9482

页数：10

共 21 条

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