engleski

New Approaches to the Synthesis of 2-Imino-penam Derivatives

A novel and simple procedure for preparation of (5R, 6S)-2-benzylimino-6-bromo-3-isopropylidene-penam 2 and (5R, 6Sj-2-benzylimino-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 iminoproducts are assigned on the basis of 1H-NMR spectroscopic studies and verified by X-ray structure analysis of sulfoxide 3b and imino- penam 8.

(5R ; 6S)-2-benzylimino-3-isopropylidene-penams ; benzylamide of penicillanic acid sulfoxide ; reductive rearengement ; 1H-NMR ; X-ray

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