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Pregled bibliografske jedinice broj: 39405

Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams


Cerić, Helena; Kovačević, Miće; Šindler-Kulyk, Marija
Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams // Tetrahedron, 56 (2000), 24; 3985-3993 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 39405 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams

Autori
Cerić, Helena ; Kovačević, Miće ; Šindler-Kulyk, Marija

Izvornik
Tetrahedron (0040-4020) 56 (2000), 24; 3985-3993

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

Ključne riječi
azetidinones; epimerisation; imines; sydnones

Sažetak
A novel procedure for the regioselective epimerisation of cis-3-amino-4-oxo-azetidine-2-sulphonic acid (3-AAA)into the trans-isomer is described. It was found that a compolete inversion of C-3 configuration of the cis-3-AAA takes place during the formation of a Schiff base. The cleavage of the imine bond of the Schiff base in methanol resulted in the generation of trans-3-AAA in good yield. Here is also described a preparation of novel cis- and trans-monobactams with an amidosulphonic acid group on azetidinone nitrogen.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekti:
125004

Ustanove:
Fakultet kemijskog inženjerstva i tehnologije, Zagreb

Profili:

Avatar Url Miće Kovačević (autor)

Avatar Url Marija Šindler (autor)


Citiraj ovu publikaciju:

Cerić, Helena; Kovačević, Miće; Šindler-Kulyk, Marija
Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams // Tetrahedron, 56 (2000), 24; 3985-3993 (međunarodna recenzija, članak, znanstveni)
Cerić, H., Kovačević, M. & Šindler-Kulyk, M. (2000) Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams. Tetrahedron, 56 (24), 3985-3993.
@article{article, year = {2000}, pages = {3985-3993}, keywords = {azetidinones, epimerisation, imines, sydnones}, journal = {Tetrahedron}, volume = {56}, number = {24}, issn = {0040-4020}, title = {Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams}, keyword = {azetidinones, epimerisation, imines, sydnones} }
@article{article, year = {2000}, pages = {3985-3993}, keywords = {azetidinones, epimerisation, imines, sydnones}, journal = {Tetrahedron}, volume = {56}, number = {24}, issn = {0040-4020}, title = {Regioselective epimerisation of cis-3-Amino-4-oxo-azetidine-2-sulphonic acid and synthesis of monocyclic beta-lactams}, keyword = {azetidinones, epimerisation, imines, sydnones} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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  • Chemical Abstracts





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