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One pot domino reaction accessing γ-nitroesters: synthesis of GABA derivatives†
Fabricio F. Naciuk,Debora Z. Vargas,Caroline R. M. D'Oca,Celso C. Moro,Dennis Russowsky
New Journal of Chemistry Pub Date : 10/31/2014 00:00:00 , DOI:10.1039/C4NJ01552E
Abstract

Michael addition of 1,3-dicarbonyl compounds to nitrostyrenes is efficiently promoted by hydrotalcite [Mg–Al] to afford the respective γ-nitrodicarbonyl adducts. Differently, the addition of Meldrum's acid leads to a direct access of γ-nitroesters through a one pot domino process. GABA derivatives (+/−)-phenibut and (+/−)-baclofen were readily synthesized from the respective nitro adducts.

Graphical abstract: One pot domino reaction accessing γ-nitroesters: synthesis of GABA derivatives
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