Synthesis of novel isoxazoline-fused cyclic β-amino esters by regio- and stereo-selective 1,3-dipolar cycloaddition

被引:31
|
作者
Nonn, Melinda [1 ]
Kiss, Lorand [1 ]
Forro, Eniko [1 ]
Mucsi, Zoltan [3 ]
Fueloep, Ferenc [1 ,2 ]
机构
[1] Univ Szeged, Inst Pharmaceut Chem, H-6720 Szeged, Hungary
[2] Univ Szeged, Hungarian Acad Sci, Res Grp Stereochem, H-6720 Szeged, Hungary
[3] Univ Szeged, Dept Chem Informat, H-6720 Szeged, Hungary
关键词
NITRILE OXIDES; CYCLOPENTANE DERIVATIVES; PEPTIDES; ACIDS; INHIBITORS; HOMOLOGS;
D O I
10.1016/j.tet.2011.04.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Isoxazoline-fused 2-aminocyclopentanecarboxylate derivatives were regio- and stereo-selectively synthesized by nitrile oxide 1,3-dipolar cycloaddition to cis- or trans-ethyl-2-aminocyclopent-3-ene-carboxylates. The compounds were prepared in enantiomerically pure form by enzymatic resolution of the racemic bicyclic beta-lactam. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4079 / 4085
页数:7
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