GENERAL-APPROACH TO HYDROXYLATED ALPHA-AMINO-ACIDS EXPLOITING N-(TERT-BUTOXYCARBONYL)-2-(TERT-BUTYLDIMETHYLSILOXY)PYRROLE

被引：25
作者：
RASSU, G
ZANARDI, F
CORNIA, M
CASIRAGHI, G
机构：
[1] UNIV PARMA,DIPARTIMENTO FARMACEUT,I-43100 PARMA,ITALY
[2] UNIV PARMA,DIPARTIMENTO CHIM ORGAN & IND,I-43100 PARMA,ITALY
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 17期
关键词：
D O I：
10.1039/p19940002431
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Racemic beta-hydroxy-alpha-amino acids 7a, 7b and 10 of either three or erythro configuration have been efficiently synthesized from simple aldehydes, utilizing N-(tert-butoxycarbonyl)-2-(tert-butyl-dimethylsiloxy) pyrrole (TBDMSOP) as a glycine-anion equivalent. Similar methodology, employing readily available aldehydo sugar precursors, has been successfully applied to syntheses of enantiomerically pure polyhydroxylated alpha-amino acids 14a-14f possessing diverse constitution and chirality.
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页码：2431 / 2437
页数：7
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