STEREOSPECIFIC SYNTHESES OF ERYTHRO AND THREO 5-(1',2'-DIHYDROXYETHYL)-3-ARYL-OXAZOLIDIN-2-ONES

被引:4
作者
GENET, JP [1 ]
DENIS, A [1 ]
VILAR, A [1 ]
SCHOOFS, AR [1 ]
ALARD, P [1 ]
机构
[1] CTR RECH DELALANDE,DEPT PHARMACOCHIM,F-92500 RUEIL MALMAISON,FRANCE
关键词
D O I
10.1016/0040-4039(90)87022-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 5-(1′,2′-dihydroxyethyl)3-aryl - oxazolidin-2-ones 2 and 3 as pure threo and erythro diastereomers, analogs inhibitors of the enzyme monoamine oxidase MAO, is achieved in five step sequence from 1,4-dihalogeno-2-butenes (E) or (Z) through a key stereospecific tandem proeess based on a Payne rearrangement followed by a nucleophilic intramolecular cyclization of epoxycarbamates 7. © 1990.
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页码:515 / 518
页数:4
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