SYNTHESIS OF ENANTIOMERICALLY PURE SYN AND ANTI ALPHA-HYDROXY BETA-AMINO ACIDS THROUGH DIASTEREOSELECTIVE HYDROXYLATION OF PERHYDROPYRIMIDIN-4-ONES

被引:13
作者
CARDILLO, G [1 ]
TOLOMELLI, A [1 ]
TOMASINI, C [1 ]
机构
[1] UNIV BOLOGNA,CSFM,I-40126 BOLOGNA,ITALY
关键词
D O I
10.1016/0040-4020(95)00744-S
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective hydroxylation at C-5 of chiral 6-substituted perhydropyrimidin-4-ones is described. The diastereoselection depends on the base and the hydroxylating agent utilised and on the absolute configuration of the exocyclic phenylethyl moiety. The acid hydrolysis of 5-hydroxy-6-methyl perhydropyrimidin-4 ones furnishes the enantiomerically pure L-isothreonine and D-alloisothreonine.
引用
收藏
页码:11831 / 11840
页数:10
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