Abstract

Aliphatic aldimines of alanine ester, a thiolactone and a lactam undergo AgOAc catalysed regio- and stereo-specific endo-cycloaddition to dipolarophiles whilst LiBr leads mainly to Michael adducts. Metalloazomethine ylide formation occurs stereospecifically in toluene but, in the case of alanine ester aldimines, stereoselectively in acetonitrile.

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