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3 Polish Journal of Chemistry

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Lactones 18. Synthesis of Bicyclic Lactones with Methyl-, Di- and Trimethyl Substituted Cyclohexane System

Grabarczyk M., Szumny A., Gładkowski W., Białoński A., Ciunik Z., Wawrzeńczyk C.

Polish Journal of Chemistry

2005

Vol. 79 / nr 11

1763-1771

Lactones 17. Synthesis of Bicyclic Lactones with the Methyl- or gem-Dimethylcyclopropane System

Obara R., Szumny A., Żołnierczyk A., Olejniczak T., Białońska A., Ciunik Z., Wawrzeńczyk C.

Polish Journal of Chemistry

2005

Vol. 79 / nr 6

981-993

A new method of synthesis of bicyclic gamma-lactones with the methyl- or gem-dimethylcyclopropane system from gamma,delta unsaturated esters is described. The reaction of gamma-halo delta- lactones with DBU is the key step of this synthesis. The mechanism of the dehydrohalogenation- cyclization process of gamma-halo-delta-lactones is proposed. The structures of products were confirmed by both spectroscopic and crystallographic methods.

Reversed imidazole nucleosides. Alternative pathway of synthesis

Walczak K., Suwiński J.

Polish Journal of Chemistry

1998

Vol. 72, nr 6

1028-1036

The reversed imidazole nucleosides were obtained on three independent routes: a) by the nucleophilic substitution of terminal tosylate group in sugar derivatives with imidazole-1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) salts, b) from monosugar derivatives with unprotected terminal hydroxy group and substituted imidazoles, under the Mitsunobu reactions conditions, c) by the reaction of monosugars possessing terminal primary amino group with 1,4-dinitroimidazoles. Limitation of these routes are discussed.