Naslov
Cis- and trans-4-Oxoazetidine-2-Sulphonic Acid Derivatives; Preparation and X-Ray Structure Determination

Autori
Kovačević, Miće ; Brkić, Zrinka ; Mandić, Zorica ; Tomić, Mirjana ; Luić, Marija ; Kojić-Prodić, Biserka

Izvornik
Croatica Chemica Acta (0011-1643) 65 (1992), 4; 817-833

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
oxoazetidine-sulfonic acid; penicillanate sulphoxides

Sažetak
Cis and trans-4-oxoazetidine-2-sulphonic acid derivatives were prepared starting from penicillanate sulphoxides 1 and 4. The methylsulphonates 5, 7, 8 and 9 were formed by oxidation of 4-oxoazetidine-2-sulphinates 2, 3 and 6. Generally, 4-oxoazetidine-2-sulfonates were labile entities and hydrolysed under mild conditions into sulphonic acids. These were isolated as acids 12 and salts 10, 11 and 14. The conformational isomers of the sulphonate 9a were detected by 1H-NMR spectroscopy and confirmed by variable temperature experiments. X_Ray structure analyses of 9a were performed but there wasn´t any evidence for intramolecular hydrogen bonding.

Izvorni jezik
Engleski

POVEZANOST RADA