This paper reports new applications of the cathodically promoted addition of nitro compounds to the biomass-derived enone, levoglucosenone. A series of 2-substituted 1,3-dinitropropanes were found to undergo addition to levoglucosenone with generation of a tricyclic product containing a fused cyclohexane system. The reaction yields are good to excellent and are catalyzed by base (superoxide) generated electrochemically. Derivatives were prepared from 1,3-dinitropropane with the following. 2-substituents: 2-thienyl, 2-furyl, N-methyl-2-pyrryl, phenyl, 9-anthryl, and ferrocenyl. The structure of the derivative from 2-ferrocenyl-1,3-dinitropropane was established by X-ray crystallography, thus confirming the NMR-based stereochemical assignments of all of the other products.