5(4H)-OXAZOLONES .8. AN EFFICIENT SYNTHESIS OF DELTA(1)-PYRROLINE-2-CARBOXYLIC ACID-DERIVATIVES THROUGH MICHAEL AND WITTIG CONDENSATION

被引：13

作者：

CLERICI, F ^{[1
]}

GELMI, ML ^{[1
]}

POCAR, D ^{[1
]}

RONDENA, R ^{[1
]}

机构：

[1] UNIV MILAN,FAC FARM,IST CHIM ORGAN,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1995年 / 51卷 / 36期

关键词：

D O I：

10.1016/0040-4020(95)00571-O

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of oxazolones 4 with triphenylvinylphosphonium bromide 3 afforded, through a Michael addition, the alpha-aminoesters 7 or acids 8 functionalized with a triphenylphosphonium group. Compounds 7 and 8 were transformed in good yields in the corresponding Delta(1)-pyrroline-2-carboxylic acids 2 or esters 1 by intramolecular Wittig condensation in presence of sodium alkoxide in refluxing toluene. Intermolecular Wittig reaction of 7 with 4-nitrobenzalhdeyde afforded protected unsaturated alpha-aminoesters 9.

引用

页码：9985 / 9994

页数：10

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