Naslov
Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams

Autori
Herak, Jure ; Vinković, Mladen ; Mandić, Zorica ; Lukić, Irena ; Kovačević Miće

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Skup
VIII. European Symposium on Organic Chemistry

Mjesto i datum
Barcelona, Španjolska, 1993

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
4-oxoazetidine-2-sulfinamide ; 2-azacepham oxide

Sažetak
The enantiomerically pure substituted 2-azacephams 5 were synthesized by intramolecular cyclization of sulfinamides 4. Their absolute configurations were confirmed by X-ray crystal structure determination of (5R, 6R)-4-benzyl-2-isopropylidene-5-oxo-5-thia-1, 4-diazabicyclo(4.2.0)octane-3, 8-dione 5a. Nucleophilic opening of 2-azacephams by methanol occured rapidly to give sulfinates 8 with excellent regio and stereo selectivity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA