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Reakcje asymetrycznego otwierania pierścienia azyrydyn

Prusinowska N.

Wiadomości Chemiczne

2013

[Z] 67, 5-6

585--618

Aziridines, the nitrogenous analogues of epoxides, are useful building blocks for the synthesis of various functional materials and biologically active compounds. The reactivity of aziridines toward ring opening and expansion is dependent upon their extremely strained ring structures. Among the procedures of ring opening of aziridines, a nucleophilic ring-opening reaction is one of the major routes to highly functionalized compounds (Scheme 2). This short review focused on essentiac asymmetric ring opening reactions of aziridines including enantioselective ring opening of meso-aziridines and kinetic resolution of racemic aziridines with various hetero and carbon nucleophiles towards the synthesis of highly enantiomerically enriched 1,2-difunctionalized fine chemicals.

Reactions of Nitroimidazodihydrooxazole with Alcohols and Phenols in the Presence of Potassium Carbonate

Żwawiak J., Gzella A., Zaprutko L.

Polish Journal of Chemistry

2009

Vol. 83, nr 7

1309-1315

Dihydrooxazole ring opening reactions in bicyclic nitroimidazodihydrooxazoles with simultaneous Williamson ethe real groups formation are described. It was found that only mutual action of K2CO3, phenol and alcohol can cause such reaction. Its mechanism consists of three steps. In a result, a series of 3-phenoxy-1-(5-alkoxy-4-ni tro- 1H-imidazol-1-yl)propan-2-ols has been obtained. The structure of new compounds was confirmed by single crystal X-ray analysis.