Liquid-phase combinatorial synthesis of alicyclic β-lactams via Ugi four-component reaction

被引：85

作者：

Gedey, S

Van der Eycken, J

Fulöp, F

机构：

[1] Univ Szeged, Inst Pharmaceut Chem, H-6701 Szeged, Hungary

[2] State Univ Ghent, Dept Organ Chem, B-9000 Ghent, Belgium

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 11期

关键词：

D O I：

10.1021/ol025986r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Alicyclic beta-lactams were successfully synthesized via a parallel liquid-phase Ugi four-center three-component reaction (U-4C-3CR), starting from alicyclic beta-amino acids such as cis-2-aminocyclohexanecarboxylic acid, cis-2-aminocyclopentanecarboxylic acid, 2,3-diexo-3-aminobicyclo[2.2.1]heptane-2-carboxylic acid and some of their partially unsaturated analogues. A six-membered mixture-based combinatorial library of beta-lactams was also generated.

引用

页码：1967 / 1969

页数：3

共 45 条

[1] Achilles K, 2000, ARCH PHARM, V333, P243, DOI 10.1002/1521-4184(20008)333:8<243::AID-ARDP243>3.3.CO
[2] 2-F
[3] Synthesis and characterization of trans-2-aminocyclohexanecarboxylic acid oligomers:: An unnatural helical secondary structure and implications for β-peptide tertiary structure
Appella, DH
Christianson, LA
Karle, IL
Powell, DR
Gellman, SH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (26) : 6206 - 6212
[4] Multiple-component condensation strategies for combinatorial library synthesis
Armstrong, RW
Combs, AP
Tempest, PA
Brown, SD
Keating, TA
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) : 123 - 131
[5] STEREOCHEMICAL STUDIES .83. SATURATED HETEROCYCLES .76. PREPARATION AND CONFORMATIONAL STUDY OF PARTIALLY SATURATED 3,1-BENZOXAZINES, 3,1-BENZOXAZIN-2-ONES AND 3,1-BENZOXAZINE-2-THIONES
BERNATH, G
STAJER, G
SZABO, AE
FULOP, F
SOHAR, P
[J]. TETRAHEDRON, 1985, 41 (07) : 1353 - 1365
[6] Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[7] 2-A
[8] Design, synthesis and stability of N-acyloxymethyl- and N-aminocarbonyloxymethyl-2-azetidinones as human leukocyte elastase inhibitors
Clemente, A
Domingos, A
Grancho, AP
Iley, J
Moreira, R
Neres, J
Palma, N
Santana, AB
Valente, E
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (08) : 1065 - 1068
[9] Dömling A, 1998, COMB CHEM HIGH T SCR, V1, P1
[10] Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

← 1 2 3 4 5 →