A new class of nitro-functionalized alpha,beta-unsaturated esters has been prepared by a regio- and diastereoselective Michael addition of nitroalkanes to beta-nitroacrylates, performed at room temperature, under carbonate on polymer as promoter, and in the presence of ethyl acetate as eco-friendly solvent. Moreover, by the modular choice of the reaction conditions the method allows the synthesis of 1,3-butadiene-2-carboxylates.
Michael Reaction of Nitroalkanes with beta-Nitroacrylates under a Solid Promoter: Advanced Regio- and Diastereoselective Synthesis of Nitro-Functionalized alpha,beta-Unsaturated Esters and 1,3-Butadiene-2-carboxylates
PALMIERI, Alessandro;GABRIELLI, Serena;BALLINI, Roberto
2010
Abstract
A new class of nitro-functionalized alpha,beta-unsaturated esters has been prepared by a regio- and diastereoselective Michael addition of nitroalkanes to beta-nitroacrylates, performed at room temperature, under carbonate on polymer as promoter, and in the presence of ethyl acetate as eco-friendly solvent. Moreover, by the modular choice of the reaction conditions the method allows the synthesis of 1,3-butadiene-2-carboxylates.File in questo prodotto:
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