17 research outputs found
A short sequence for the iterative synthesis of fused polyethers
A simple and efficient fourâstep sequence for the synthesis of fused polyether arrays has been developed. Cyclic ethers are installed by sequential alkynyl ether formation, carbocupration, ringâclosing metathesis and hydroboration with acidic workup. Crucially, the alkene required for the subsequent ring formation by ringâclosing metathesis is present in the substrate but is masked in the form of a vinylic silane, which prevents competitive metathesis of the side chain. Generation of the reactive alkene from the unreactive vinylic silane is accomplished by hydroboration and subsequent acidâmediated Peterson elimination of the intermediate hydroxysilane