Abstract

In order to synthesize new tricyclic β-lactams we have studied the reactivity of 4-alkenylepoxy-N-(1-cyano-1-dimethylethyl)-2-azetidinones with Cp 2 TiCl. The desired trilactams were not formed at all but an unsaturated nitrile and an aldehyde were obtained instead. Under similar reaction conditions, the treatment of styrylnitrile with Cp 2 TiCl afforded the styrylaldehyde. The formation of aldehydes in these reactions suggest the generation of acyl radicals from nitriles mediated by Cp 2 TiCl.

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