Journal of Organic Chemistry 2008-11-07

A simple one-pot preparation of diazoacetoacetate derivatives from aldehydes.

Marvis O Erhunmwunse, Patrick G Steel

Index: J. Org. Chem. 73(21) , 8675-7, (2008)

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Abstract

Diazoacetoacetate derivatives can be simply and efficiently prepared from aldehydes in a one-pot process involving initial DBU-promoted "aldol" condensation with ethyl diazoacetate followed by in situ oxidation with IBX. Aryl, alkyl, and unsaturated aldehydes are all viable substrates.