DIASTEREOSELECTIVE SYNTHESIS OF ALPHA-BROMO AMIDES LEADING TO DIASTEREOMERICALLY ENRICHED ALPHA-AMINO, ALPHA-HYDROXY AND ALPHA-THIOCARBOXYLIC ACID-DERIVATIVES

被引:0
作者
WARD, RS [1 ]
PELTER, A [1 ]
GOUBET, D [1 ]
PRITCHARD, MC [1 ]
机构
[1] WARNER LAMBERT PARKE DAVIS,RES CTR,CAMBRIDGE CB2 2QB,ENGLAND
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D O I
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中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
alpha-Bromo amides derived from Oppolzer's camphorsultam can be prepared diastereoselectively starting from racemic alpha-bromo acids, and undergo epimerisation under appropriate conditions leading to an enhanced d.e.. By reacting the individual isomers or the mixture of diastereoisomers with a suitable nucleophile it is possible to obtain alpha-substituted carboxylic acids, including alpha-amino- alpha-hydroxy- and alpha-thiocarboxylic acid derivatives, in diastereomerically enriched form.
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页码:469 / 498
页数:30
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