biostudies-literatureUnknown11(59)Qiu XA new one pot protocol has been developed for the reductive silylation of alkenyl methyl ethers using Et₃Si-BPin and HSiEt₃ with nickel(ii) catalyst. Styrene type methyl ethers, multi-substituted vinyl methyl ethers, heterocycles and unconjugated vinyl ethers are all tolerated to form alkyl silanes. Mechanistic study reveals that it is a cascade of a C-O bond silylation and vinyl double bond hydrogenation process. Internal nucleophilic substitution or oxidative addition pathways were both acceptable for C-O bond cleavage. The acquired intermediate alkenyl silanes then proceeded through an unconventional reduction process thus providing alkyl silanes.RSC advances37083-37088https://www.ebi.ac.uk/biostudies/studies/S-EPMC9043817biostudies-literatureNickel(ii)-catalyzed reductive silylation of alkenyl methyl ethers for the synthesis of alkyl silanes.PMC9043817Zhou LLu LQiu XLing YZhang YWang HfalseNickel(ii)-catalyzed reductive silylation of alkenyl methyl ethers for the synthesis of alkyl silanes.A new one pot protocol has been developed for the reductive silylation of alkenyl methyl ethers using Et₃Si-BPin and HSiEt₃ with nickel(ii) catalyst. Styrene type methyl ethers, multi-substituted vinyl methyl ethers, heterocycles and unconjugated vinyl ethers are all tolerated to form alkyl silanes. Mechanistic study reveals that it is a cascade of a C-O bond silylation and vinyl double bond hydrogenation process. Internal nucleophilic substitution or oxidative addition pathways were both acceptable for C-O bond cleavage. The acquired intermediate alkenyl silanes then proceeded through an unconventional reduction process thus providing alkyl silanes.2021-01-01T00:00:00Z2021 Nov2024-11-14T02:11:49.493Z2024-11-14T02:11:49.493ZS-EPMC90438173549644710.1039/d1ra07238b