Unlike traditional solution-state ROMP, FROMP utilizes the heat released from strained cyclic olefins to sustain a propagating polymerization front in neat monomer resin, necessitating consideration of the reaction thermodynamics, reaction kinetics, and physical attributes (e.g., boiling/melting points, viscosity, heat capacities) of each reaction mixture. Among these are two key criteria that were computationally feasible to narrow the search space: (1) susceptibility to retro-Diels-Alder and (2) sufficient monomer ring strain. For FROMP to occur, monomers must be adequately stable and release sufficient heat from the opening of strained rings to sustain the exothermic polymerization front. Monomer deactivation via rDA has a positive reaction entropy and may compete thermodynamically and kinetically with ringopening, especially at the high temperatures of FROMP. For endo-dicyclopentadiene (DCPD), the norbornene-type monomer for FROMP, the DA/rDA equilibrium results in the favoring of the rDA product near front temperatures (150-200 o C) at appreciable rates. The cyclopentadiene product from DCPD rDA is volatile at FROMP temperatures and is likely to lead to the formation of voids if rDA is faster than propagation. Fortunately, for DCPD, front propagation is faster than rDA enabling void-free fabrication of thermosets and composites. To explore the space of furan-derived DA products, we combinatorially enumerated a dataset of 435 monomers, including stereoisomers, for density functional theory (DFT) calculations.