Improved procedure for the enantioselective synthesis of dihydrooxazolo and dihydrothiazolo ring-fused 2-pyridones

被引:12
作者
Chorell, Erik [1 ]
Edvinsson, Sofie [1 ]
Almqvist, Fredrik [1 ]
机构
[1] Umea Univ, Dept Chem, SE-90187 Umea, Sweden
关键词
2-Pyridone; PPTS; Peptidomimetic; Enantioselective; Pilicide; Curlicide; UROPATHOGENIC BACTERIA; PILUS BIOGENESIS; 2-PYRIDINONES; VIRULENCE;
D O I
10.1016/j.tetlet.2010.02.162
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Improved procedures to synthesize enantioselectively analogues of a peptidomimetic scaffold with high biological relevance have been developed. Experimental design led to a general method for the preparation of dihydrooxazolo ring-fused 2-pyridones in good yields and high enantiomeric purity. The knowledge gained from this was also used to improve the microwave-accelerated synthesis of dihydrothiazolo ring-fused 2-pyridones to give complete stereo retention and high yields. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2461 / 2463
页数:3
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