Rhodium-Catalyzed Intermolecular Reaction of Alkyl Azides with Diazo(aryl)acetates

Abstract

An efficient intermolecular interception of alkyl azides by diazo(aryl)acetates was achieved in the presence of dirhodium tetraoctanoate. The initial products were unstable α-imino esters, and overaddition of carbenoids to the C–N double bonds was avoided. After acidic workup, the corresponding α-keto esters were obtained in good to excellent yields.

Key words

azides - carbenoids - diazo compounds - imines - esters - catalysis - rhodium

• References

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