Croatica Chemica Acta, Vol. 69 No. 4, 1996.
Original scientific paper
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
Abstract
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.
Keywords
Hrčak ID:
135976
URI
Publication date:
2.12.1996.
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