With an eye towards utilizing alkene feedstocks, we then considered the use of epoxides as the alkyl precursor (Table ). After extensive investigation of reaction parameters (see SI), an effective method was realized, obtaining the desired silyl-protected 1,3-diols in good yield, tolerating a range of functional groups, such as furans (7c), ethers (7d), aryl bromides (7e), and alkynes (7f). This approach further diversifies the range of product types accessible by this method, with 1,3-diols being obtained in the epoxide-based procedure. A cyclopropane-containing RAE 8 afforded a 92:8 ratio of ring-opened product 3g and compound 9 with the cyclopropane ring intact (Figure ). Additionally, in an experiment involving hexenyl transfer, a direct linear dependence of the ratio of 11/12 on the catalyst loading was observed (Figure ). These experiments are consistent with a mechanism involving free-radical intermediates, in analogy to prior studies on nickel-catalyzed processes with both alkyl halides or