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Palladium-Catalyzed Three-Component Silylalkoxylation of 1,3-Diene with Alcohol and Disilane via Oxidative Coupling

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journal contribution
posted on 2021-05-26, 23:02 authored by Kazuyuki Torii, Kazuki Tabaru, Yasushi Obora
A regioselective and Z-selective three-component silylalkoxylation of 1,3-diene using various alcohols, disilane, and a catalytic Pd/Cu/1,4-benzoquinone/O2 system is established in this Letter. The reaction generates tetra-substituted allyl silanes containing allyl ether moieties in up to 80% isolated yield and on a 1–10 mmol scale via oxidative coupling. A wide variety of substrates, including benzyl alcohol derivates, aliphatic alcohols, and bioactive compounds such as cholesterol, are suitable for use in the developed reaction system.

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