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Chemoselective SN2′ reaction of nitroalkanes to dialkyl 2-(bromomethyl)fumarates under cetyltrimethylammonium hydroxide (CTAOH) catalysis
Authors:Roberto Ballini  Serena Gabrielli  Alessandro Palmieri
Affiliation:Green Chemistry Group, Dipartimento di Scienze Chimiche dell’Università di Camerino, Via S. Agostino 1, I-62032 Camerino (MC), Italy
Abstract:The chemoselective SN2′ reaction of a variety of primary nitroalkanes to dialkyl 2-(bromomethyl)fumarates can be efficiently performed under cetyltrimethylammonium hydroxide (CTAOH) catalysis. The α,β-unsaturated esters were obtained in satisfactory to good yields with the complete retention of the nitro group.
Keywords:Nitroalkanes   CTAOH   Chemoselective SN2&prime   reaction   α,β-Unsaturated esters   γ-Lactame
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