Abstract

We describe the reactions of carbonyl compounds bearing CO2R or CN groups with nonstabilized azomethine ylides. Oxazolidine–lactone rearrangement of the intermediate adducts was carried out for the first time to give (aminomethyl)lactones in good yields. The latter could be rearranged to give 5-hydroxy-2-piperidones, which could also be directly obtained from the aromatic ketones thus avoiding isolation of the intermediate lactone.

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