REACTION OF ALLYLSILANE WITH α-NITRO OLEFIN AND ITS DEVELOPMENT TO SYNTHESIS OF CYCLOPENTENONE

Article abstract of DOI:10.1016/S0040-4039(01)90251-5

Michael addition of allylsilane to α-nitro olefin in the presence of AlCl3 proceeded smoothly at low temperature to give unsaturated nitronic acid, which was converted into the γδ-enone using aqueous Ti (III).Transformation of the enone into the 1,4-diketone followed by the intramolecular aldol condensation with the latter provided a convenient new synthesis of cyclopentanone.