Manganese(III) 5,10,15-tris(tolyl)-20-(4-hydroxyphenyl) porphyrin covalently attached to Merrifield's peptide resin (MPR) was prepared. The catalysts exhibit high reactivity and beta-selectivity toward the epoxidation of cholest-5-ene derivatives with PhIO. Under mild reaction conditions, the catalyst was consecutively reused four times without detectable catalyst leaching and gave over 90% epoxide yield and over 99% beta-selectivity. (C) 2004 Elsevier B.V. All rights reserved.