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- W2950794879 abstract "Conjugate addition of monoorganocopper compounds with iodotrimethylsilane (TMSI) or lithium diorganocuprates, with or without halosilanes, to allylic acrylates give allylic silyl ketene acetals/ester enolates. These can undergo Claisen rearrangement to give diastereomeric mixtures of γ, δ-unsaturated acids after aqueous work-up. For organocuprates, the diastereomeric ratio is strongly affected by the halosilane. Either diastereomer can be obtained as major product by proper choice of copper reagent. Cyclization of the acids followed by reduction gives γ-lactones in good yields. A copper iodide/dimethyl sulfide complex is introduced as an excellent precursor to organocopper reagents." @default.
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- W2950794879 date "1995-11-01" @default.
- W2950794879 modified "2023-10-15" @default.
- W2950794879 title "Addition of organocopper reagents to allylic acrylates — the preparation of γ, δ-unsaturated acids and subsequent functionalization to γ-lactones" @default.
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- W2950794879 doi "https://doi.org/10.1016/0040-4020(95)00804-h" @default.
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