Highly selective chiral recognition on polymer supports:: preparation of a combinatorial library of dihydropyrimidines and its screening for novel chiral HPLC ligands

被引:61
作者
Lewandowski, K [1 ]
Murer, P [1 ]
Svec, F [1 ]
Fréchet, JMJ [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
D O I
10.1039/a806395h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A library of more than 140 racemic 4-aryl-1,4-dihydropyrimidines has been synthesized using the single step Biginelli multicomponent condensation; the individual compounds were screened for enantiomer resolution, and the best candidate attached to a solid macroporous polymer support to afford a highly selective separation medium for chiral HPLC.
引用
收藏
页码:2237 / 2238
页数:2
相关论文
共 13 条
[1]  
AHUJA S, 1997, CHIRAL SEPARATIONS A
[2]  
Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360
[3]   A combinatorial approach for polymer design [J].
Brocchini, S ;
James, K ;
Tangpasuthadol, V ;
Kohn, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) :4553-4554
[4]   Sequence-selective peptide binding with a peptido-A,B-trans-steroidal receptor selected from an encoded combinatorial receptor library [J].
Cheng, YA ;
Suenaga, T ;
Still, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (07) :1813-1814
[5]   Discovery of chiral catalysts through ligand diversity: Ti-catalyzed enantioselective addition of TMSCN to meso epoxides [J].
Cole, BM ;
Shimizu, KD ;
Krueger, CA ;
Harrity, JPA ;
Snapper, ML ;
Hoveyda, AH .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (15) :1668-1671
[6]   Generating sensor diversity through combinatorial polymer synthesis [J].
Dickinson, TA ;
Walt, DR ;
White, J ;
Kauer, JS .
ANALYTICAL CHEMISTRY, 1997, 69 (17) :3413-3418
[7]   Lessons from the immune system: From catalysis to materials science [J].
HsiehWilson, LC ;
Xiang, XD ;
Schultz, PG .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :164-170
[8]   AFFINITY PURIFICATION OF PROTEINS USING LIGANDS DERIVED FROM PEPTIDE LIBRARIES [J].
HUANG, PY ;
CARBONELL, RG .
BIOTECHNOLOGY AND BIOENGINEERING, 1995, 47 (03) :288-297
[9]   Polar, monodisperse, reactive beads from functionalized methacrylate monomers by staged templated suspension polymerization [J].
Lewandowski, K ;
Svec, F ;
Frechet, JMJ .
CHEMISTRY OF MATERIALS, 1998, 10 (01) :385-391
[10]   The design of chiral separation media using monodisperse functionalized macroporous beads:: Effects of polymer matrix, tether, and linkage chemistry [J].
Lewandowski, K ;
Murer, P ;
Svec, F ;
Fréchet, JMJ .
ANALYTICAL CHEMISTRY, 1998, 70 (08) :1629-1638