SYNTHESIS AND REACTIVITY OF PROTECTED BETA-BROMO ALPHA-IMINOACIDS - A CONVENIENT ROUTE TO STRUCTURALLY DIVERSIFIED AMINO-ACIDS

被引:26
作者
DANIONBOUGOT, R [1 ]
DANION, D [1 ]
FRANCIS, G [1 ]
机构
[1] UNIV RENNES 1,CNRS,RECH PHYSICOCHIM STRUCT GRP,F-35042 RENNES,FRANCE
关键词
D O I
10.1016/S0040-4039(00)97458-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compounds are obtained by N-bromosuccinimide oxidation of protected didehydroaminoacids. Additions to the imino group are readily performed with borohydride, Grignard reagents or other nucleophiles. Heterocyclic aminoacids are available by subsequent displacement of bromine. © 1990.
引用
收藏
页码:3739 / 3742
页数:4
相关论文
共 13 条
[1]  
JUNG MJ, 1985, CHEM BIOCH AMINOACID, pCH7
[2]  
MUNSTER P, 1987, SYNTHESIS-STUTTGART, P223
[3]  
ODONNELL MJ, 1984, SYNTHESIS-STUTTGART, P313
[4]  
Regitz M., 1984, 1 3 DIPOLAR CYCLOADD, V1, P393
[5]  
SCHMIDT U, 1988, SYNTHESIS-STUTTGART, P159
[6]  
SCHMIDT U, 1976, ANGEW CHEM INT EDIT, V15, P294
[7]  
SCHMIDT U, 1977, CHEM BER, V110, P942
[8]  
SCHMIDT U, 1975, CHEM BER, V108, P2547
[10]   ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES .22. ENANTIOSELECTIVE SYNTHESIS OF ALPHA-ALKENYL GLYCINE METHYL-ESTERS AND ALPHA-ALKENYL GLYCINES (BETA,GAMMA-UNSATURATED AMINO-ACIDS) [J].
SCHOLLKOPF, U ;
NOZULAK, J ;
GROTH, U .
TETRAHEDRON, 1984, 40 (08) :1409-1417