Exploiting advantages of a double-type support to create an active site-isolated heterobifunctional catalyst is beneficial to an efficiently sequential organic transformation. Herein, an integrated soluble polymer and mesoporous silica as a double-type support to immobilize the tertiary amine-Ru/dia mine-bifunctionality for the construction of an active site-isolated catalyst is developed, where the tertiary amine-functionality is tethered in the outer soluble polymer and chiral ruthenium/diamine-functionality is anchored within the inner mesoporous silica. Electron microscopy images, together with analyses of solid-state NMR spectra, disclose that catalyst possesses the uniformly distributive morphology with well-defined single-site ruthenium/diamine active centers. As envisaged, the heterobifunctional catalyst performs a highly efficient aza-Michael addition/asymmetric transfer hydrogenation enantioselective cascade reaction, where the outer tertiary amine-functionality enables a high reactivity to afford beta-secondary amino ketones via an aza-Michael addition reaction of enones and amines, and the inner chiral ruthenium/diamine-functionality guarantees a high enantioselectivity to chiral gamma-secondary amino alcohols via an asymmetric transfer hydrogenation of beta-secondary amino ketones. Furthermore, this catalyst can also be recovered easily and recycled for six runs, showing a practical preparation of aryl-substituted gamma-secondary amino alcohols. (C) 2019 Elsevier Inc. All rights reserved.