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.