First Catalytic Enantioselective Intramolecular Hydroalkoxylation of Allenes

Significance

In this article the first catalytic enantioselective hydroalkoxylation of allenes is described. The use of [Au₂{(S)-L}Cl₂]/2AgOTs as catalytic system delivered various substituted tetrahydrofurans and -pyrans with good to excellent enantioselectivities. Remarkably, the chiral ligand does not only control the sp³-stereocenter of the product but also influences the relative configuration about the resulting C-C double bond in the case of distinctly substituted allenes. Diaryl or dialkyl substitution along the alkyl chain of the γ-hydroxyallene substrates is a necessary premise for obtaining good enantioselectivities.