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Highly regio- and stereoselective 1,3-dipolar cycloaddition of stabilised azomethine ylides to 3,3,3-trihalogeno-1-nitropropenes: Synthesis of trihalomethylated spiroindenepyrroli(zi)dines
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2017-10-16 , DOI: 10.1016/j.jfluchem.2017.10.005
Alexey Yu. Barkov , Nikolay S. Zimnitskiy , Igor B. Kutyashev , Vladislav Yu. Korotaev , Vladimir S. Moshkin , Vyacheslav Ya. Sosnovskikh

Reactions of (E)-3,3,3-trihalogeno-1-nitropropenes with stabilised azomethine ylides derived from ninhydrin and indenoquinoxalinones on the one hand, and sarcosine and proline on the other, proceed regio- and diastereoselectively to give a number of trihalomethylated spiroindenepyrrolidines and spiroindenepyrrolizidines in good yields.



中文翻译:

高度偶氮和立体选择性的1,3-偶极环化的稳定的甲亚胺烷基化物加成至3,3,3-三卤代-1-硝基丙烯:三卤代甲基化的螺茚并吡咯并(zi)二烯的合成

E)-3,3,3-三卤代-1-硝基丙烯与由茚三酮和茚并喹喔啉酮衍生的稳定的甲亚胺基化物,另一方面与肌氨酸和脯氨酸的反应,在区域和非对映异构体上选择性进行,得到许多三卤代甲基化螺茚并吡咯烷和螺螺茚并吡咯烷的产率高。

更新日期:2017-10-16
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