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A New Stereoselective Route to Preparing Optically Active 2-Imino-penam Derivatives

Jure J. Herak ; PLIVA Research Institute, Prilaz baruna Filìpovića 25, HR-10000 Zagreb, Croatia
Mladen Vinković ; PLIVA Research Institute, Prilaz baruna Filìpovića 25, HR-10000 Zagreb, Croatia


Puni tekst: engleski pdf 13.736 Kb

str. 1367-1376

preuzimanja: 293

citiraj


Sažetak

A novel and simple procedure for preparation of (5R,6S)-2-ben- zylimino-6-bromo-3-isopropylidene-penam 2 and (oR,6Sj-2-benzyl- imino-3-isopropylidene-penam 8 is described. The 2-imino-penam derivatives are prepared by modification of the Cooper reductive rearrangement of 3a-benzylamide of penicillanic acid sulfoxides. The absolute configurations of starting sulfoxides and imino-prod- ucts are assigned on the basis of 1H-NMR spectroscopic studies and verified by X-ray structure analysis of sulfoxide 3b and imino- penam 8.

Ključne riječi

Hrčak ID:

135976

URI

https://hrcak.srce.hr/135976

Posjeta: 475 *