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Synthesis of nitro alkenes

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By changing reaction conditions (solvent and temperature), it is possible to control the stereochemical outcome of the condensation of aliphatic aldehydes with nitro alkanes obtaining pure (E)- and (Z)-nitro alkenes in high to excellent yields. The role of molecular sieves on the stereochemical control seems crucial in addition to that of piperidine for the synthesis of the Z isomer.
S. Fioravanti, L. Pellacani, P. A. Tardella, M. C. Vergari, Org. Lett., 2008, 10, 1449-1451.


S. Fioravanti, L. Pellacani, P. A. Tardella, M. C. Vergari, Org. Lett., 2008, 10, 1449-1451.