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Synchronous insertion of alkyl group and deoxygenation reaction were achieved from α,β-epoxy silanes by the treatment with organolithium or organolanthanoid reagents in a regio- and stereoselective manner, i.e., the reaction of (Z)-α,β-epoxy silanes gave the corresponding alkylated (Z)-vinylsilanes, and (E)-α,β-epoxy silanes were transformed into desilylated alkylated (E)-olefins.

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