A silicon-tether ring-closing metathesis strategy is reported for the synthesis of trisubstituted olefins flanked by allylic or homoallylic alcohols, which are difficult to obtain by classical ring-closing or cross-metathesis reactions. In addition, a novel Peterson olefination reaction has been developed for the preparation of the allyldimethylsilane precursors, which are versatile synthetic intermediates. This method was then applied to the synthesis of the C16–C30 fragment of dolabelide C.

We report an efficient and diastereoselective synthesis of E- and Z-trisubstituted alkenes by a silicon-tether ring-closing metathesis strategy.

A water‐compatible method for the diastereoselective synthesis of 2‐trifluormethyl‐1,3‐dioxanes is described. The reaction proceeds under mild reaction conditions using simple inorganic bases; it has a very good substrate scope and can be performed with different Michael acceptors. Additionally, the reaction products can be further functionalized, showing an excellent perspective for future applications.