β-Nitro acrylic esters as precursors for the one pot synthesis of polyfunctionalized α,β-unsaturated esters

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Abstract

Conjugate addition of activated methylene derivatives to β-nitro acrylic esters in acetonitrile with DBU (2 equiv) as base, allows the one pot formation of polyfunctionalized α,β-unsaturated esters. The procedure is based on a tandem 'Michael addition-elimination' process favoured by the simultaneous behaviour of the nitro group as both an electron-withdrawing and leaving group. © 2005 Elsevier Ltd. All rights reserved.

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Ballini, R., Fiorini, D., & Palmieri, A. (2005). β-Nitro acrylic esters as precursors for the one pot synthesis of polyfunctionalized α,β-unsaturated esters. Tetrahedron Letters, 46(8), 1245–1246. https://doi.org/10.1016/j.tetlet.2005.01.009

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