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Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams (CROSBI ID 87595)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

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

Podaci o odgovornosti

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

engleski

Synthesis, Structural Characterization and Stereocontrolled Degradation of 2-Azacephams

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.

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

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Podaci o izdanju

5 (8)

1994.

1605-1612

objavljeno

0957-4166

1362-511X

10.1016/0957-4166(94)80131-2

Povezanost rada

Kemija

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