Abstract: We develop a new QSPR-Perturbation theory model for Synthetic Pathways involving Assymetric Catalysis of Intra-molecular Carbolithiations. In doing so, we used calculated spectral moments of markov electron delocalization matrix for all molecules involved in the reactions. These descriptors and physical variables (temperature etc.) were used to calculate Bob-Jenkins operators that account for perturbations in the synthetic reactions. The model classifies correctly >100,000 pairs of intra-molecular carbolithiations with high Accuracy (Ac), Sensitivity (Sn), and Specificity (Sp). The model predicts probabilities of variations in the yield and enantiomeric excess of reactions due to at least one perturbation in boundary conditions (solvent, temperature,temperature of addition, or time of reaction). The model is useful to predict the effect over synthetic routes of changes in chemical structure (connectivity structure and/or chirality paterns in substrate, product, electrophile agent, organolithium, and ligand of the asymmetric catalyst).