STEREOSPECIFIC SYNTHESIS OF N-[BIS(METHYLTHIO)METHYLENE]-ALPHA,BETA-DIDEHYDROAMINO ACID METHYL-ESTERS, NEW SYNTHONS IN THE SYNTHESIS OF ALPHA-AMINO-ACIDS

被引:13
作者
CATIVIELA, C
DEVILLEGAS, MDD
机构
[1] Instituto de Ciencia de Materiales, Aragón. Departamento de Química Orgánica, Universidad de Zaragoza-C.S.I.C.
关键词
STEREOSPECIFIC DEHYDRATION; STEREOISOMERS; DIDEHYDROAMINO ACIDS; AMINO ACIDS; E-Z ISOMERIZATION;
D O I
10.1016/S0040-4020(01)80317-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-[Bis(methylthio)methylene]-alpha,beta-didehydroamino acid methyl esters 4a-c have been prepared with total geometric selectivity from easily accesible beta-hydroxyamino acids through N-[bis(methylthio)methylene]-beta-hydroxyamino acid methyl esters 3a-c as intermediates. The (E)-isomers can be easily converted into the corresponding (Z)-isomers in the presence of a catalytic amount of titanium (IV) chloride.
引用
收藏
页码:497 / 506
页数:10
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