CHIRAL SYNTHONS FOR 2-AMINO ALCOHOLS - FACILE PREPARATION OF OPTICALLY-ACTIVE AMINO HYDROXY-ACIDS OF BIOLOGICAL INTEREST

被引:51
作者
ISHIZUKA, T [1 ]
ISHIBUCHI, S [1 ]
KUNIEDA, T [1 ]
机构
[1] KUMAMOTO UNIV,FAC PHARMACEUT SCI,OE HONMACHI,KUMAMOTO 862,JAPAN
关键词
D O I
10.1016/S0040-4020(01)80540-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A promising method for the versatile synthesis of chiral 2-amino alcohols is provided by the enantio-selective fuctionalization of the olefinic moiety of the simple heterocycle, 2-oxazolone, involving a stereodefined introduction of easily replaceable groups followed by stepwise substitution. Versatility of this method is shown in chiral synthesis of unusual hydroxy amino acids such as statine and hydroxyglutamic acid, which are the key components of bioactive peptides.
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页码:1841 / 1852
页数:12
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