Transition metal [M = VO (IV) and/or Cu (II)] complexes with Schiff base ligand, (Z)-2-((2-hydroxybenzylideneamino)phenol (H 2 L) have been entrapped in the super cages of zeolite-Y by Flexible Ligand Method. Synthesized materials have been characterized by preferential physico-chemical techniques such as inductively coupled plasma optical emission spectroscopy (ICP-OES), elemental analyses (CHN), fourier transmission infrared spectroscopy (FTIR), electronic and UVreflectance spectra, Brunauer-Emmett-Teller (BET) surface area measurements, scanning electron micrographs (SEMs), X-ray diffraction patterns (XRD) and thermogravimetric analysis (TGA). The catalytic competence of zeolite-Y entrapped transition metal complexes was examined in Baeyer-Villiger (BV) oxidation of cyclopentanone using 30% H 2 O 2 as an oxidant beside neat complexes to check the aptitude of heterogeneous catalysis over the homogeneous system. The effect of experimental variables such as mole ratio of substrate to an oxidant, amount of catalyst, reaction time, varying oxidants and solvents on the conversion of cyclopentanone was also tested. Under the optimized reaction conditions, one of the zeolite-Y entrapped transition metal complex viz. [VO(L)H 2 O]-Y [where L = (Z)-2-((2-hydroxybenzylideneamino)phenol] was found to be a potential contender by providing 80.22% conversion of cyclopentanone (TON: 10479.42), and the selectivity towards δ-valerolactone was 83.56%. KEYWORDS Baeyer-Villiger oxidation of cyclopentanone, flexible ligand method, heterogeneous catalysts, zeolite-Y entrapped transition metal complexes