Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams

Herak, J. Jure; Vinković, Mladen; Mandić, Zorica; Lukić, Irena; Tomić, Mirjana; Kovačević, Miće

doi:10.1016/0957-4166(94)80131-2

Pregled bibliografske jedinice broj: 45036

Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams

Herak, J. Jure; Vinković, Mladen; Mandić, Zorica; Lukić, Irena; Tomić, Mirjana; Kovačević, Miće

Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams // Tetrahedron: asymmetry, 5 (1994), 8; 1605-1612 doi:10.1016/0957-4166(94)80131-2 (međunarodna recenzija, članak, znanstveni)

CROSBI ID: 45036 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

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

Autori
Herak, J. Jure ; Vinković, Mladen ; Mandić, Zorica ; Lukić, Irena ; Tomić, Mirjana ; Kovačević, Miće

Izvornik
Tetrahedron: asymmetry (0957-4166) 5 (1994), 8; 1605-1612

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

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

Ustanove:
Pliva-Istraživački institut

Profili:

Mirjana Tomić (autor)