A NEW APPROACH TO THE SYNTHESIS OF DIPEPTIDES WITH UNNATURAL AMINO-ACIDS USING ORGANOZINC CHEMISTRY

被引:20
作者
DUNN, MJ [1 ]
GOMEZ, S [1 ]
JACKSON, RFW [1 ]
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 13期
关键词
D O I
10.1039/p19950001639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dipeptides which incorporate an iodoalanine unit at either the N- or C-terminus can be converted into the corresponding organozinc reagents upon treatment with activated zinc. The C-terminal dipeptide organozinc reagents undergo palladium-catalysed reaction with electrophiles to give dipeptides incorporating non-proteinogenic amino acids without loss of stereochemical purity. The N-terminal organozinc reagents are less synthetically useful.
引用
收藏
页码:1639 / 1640
页数:2
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