CONVERSION OF SERINE TO STEREOCHEMICALLY PURE BETA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA BETA-LACTONES

被引:219
作者
ARNOLD, LD [1 ]
KALANTAR, TH [1 ]
VEDERAS, JC [1 ]
机构
[1] UNIV ALBERTA,DEPT CHEM,EDMONTON T6G 2G2,ALBERTA,CANADA
关键词
D O I
10.1021/ja00310a058
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:7105 / 7109
页数:5
相关论文
共 69 条
[1]   ON THE MECHANISM OF THE "TRIPHENYLPHOSPHINE-AZODICARBOXYLATE (MITSUNOBU REACTION) ESTERIFICATION [J].
ADAM, W ;
NARITA, N ;
NISHIZAWA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (06) :1843-1845
[2]   APPLICATIONS OF RADICAL-ADDITION REACTIONS TO THE SYNTHESIS OF A C-GLUCOSIDE AND A FUNCTIONALIZED AMINO-ACID [J].
ADLINGTON, RM ;
BALDWIN, JE ;
BASAK, A ;
KOZYROD, RP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) :944-945
[3]   SYNTHESIS OF L-QUISQUALIC ACID - A GENERAL-METHOD FOR ENANTIO-EFFICIENT SYNTHESIS OF BETA-AMINOALANINE DERIVATIVES [J].
BALDWIN, JE ;
ADLINGTON, RM ;
BIRCH, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (05) :256-257
[4]   BETA-PROPIOLACTONE .12. MECHANISMS INVOLVED IN THE REACTION OF BETA-PROPIOLACTONE WITH ACIDS AND BASES [J].
BARTLETT, PD ;
RYLANDER, PN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (09) :4273-4274
[5]  
BATELAAN JG, 1972, TETRAHEDRON LETT, P3107
[6]  
BATELAAN JG, 1972, TETRAHEDRON LETT, P3103
[7]   CONVERSION OF BETA-CHLORO-L-ALANINE TO ALPHA-CARBOBENZOXY-DL-DIAMINOPROPIONIC ACID [J].
BENOITON, L .
CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (09) :1549-&
[8]   THE BIOSYNTHETIC ORIGIN OF THE PYRAZOLE MOIETY OF BETA-PYRAZOL-1-YL-L-ALANINE [J].
BROWN, EG ;
FLAYEH, KAM ;
GALLON, JR .
PHYTOCHEMISTRY, 1982, 21 (04) :863-867
[9]   CHLOROALANYL AND PROPARGYLGLYCYL DIPEPTIDES - SUICIDE SUBSTRATE CONTAINING ANTIBACTERIALS [J].
CHEUNG, KS ;
WASSERMAN, SA ;
DUDEK, E ;
LERNER, SA ;
JOHNSTON, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (12) :1733-1741
[10]  
CROUT DHG, 1975, INT REV SCI ORG CH 2, P319