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The C-H bond functionalization of sp 3 carbon centres presents a significant challenge due to the inert nature of hydrocarbons as well as the need to selectively functionalize one of the numerous aliphatic C-H bonds embodied in organic molecules. Here, we describe catalytic, diastereoselective, and site-selective sp 3 C-H hydroxylation/alkoxylation protocols featuring dihydroisoquinolones, γ-, and δ-lactams, which bear vicinal stereocenters. The hydroxylation strategy utilizes oxygen, a waste-free oxidant and affords attractive fragments for potential drug discovery. Fe-catalyzed dehydrative coupling of the resulting tertiary alcohols with simple primary alcohols has led to the construction of highly versatile unsymmetrical dialkyl ethers.

Site-selective, catalytic, and diastereoselective sp3C–H hydroxylation and alkoxylation of vicinally functionalized lactams

Site-selective, catalytic, and diastereoselective sp³C–H hydroxylation and alkoxylation of vicinally functionalized lactams