Organocatalytic cascade reactions for multi-functionalized chiral cyclic ethers through vinylidene ortho-quinone methides.

An organocatalytic approach to installing various alcohols into the carbonyl of α,ß-unsaturated ketones mediated by VQM intermediates was achieved, followed by dearomatization to provide the stereo-defined cyclic ethers via a cascade process. Along with the transformations, this strategy affords efficient access to the underexplored chiral cyclic ether chemospace.