To address these challenges, we were trying to get inspired in the field of radical-mediated olefin difunctionalization. Introducing two functional groups into inexpensive and readily available olefins is appealing as it can efficiently increase the structural complexity . Among different strategies, radicalmediated intramolecular distal functional group migration has recently been an emerging synthetic tool . With this strategy, various functional groups like (hetero)aryl , alkynes , carbonyl , and cyano can be incorporated in an atom-economy pattern. Thio-ene polymerization represents another inspiration . The addition of thiyl radicals to electro-rich carbon-carbon double bonds are click-like reaction with quantitative yields and rapid reaction rates (Fig. ). As aforementioned, the aliphatic radicals are highly reactive. Thus, it is intriguing to design a functionalized α-olefin monomer, which could capture the carbon-centered radicals by functional group migration. If this translocation step results in thiyl radicals, they can rapidly add to the double bond of another α-olefin monomer, completing the propagating step. It could pave the way for α-olefin homopolymerization as a longstanding challenge.