Unified Hydrogen Atom Transfer Approach To Construct Vicinal Functionality

Due to their prevalence
in pharmaceuticals and natural
products,
vicinally functionalized motifs are highly sought-after. Traditionally,
these fragments are synthesized from alkene precursors via oxidation
reactions. However, complementary syntheses via a C–C bond-forming
approach are underexplored. Herein, we disclose a unified approach
for accessing these motifs by acetal reagents made from affordable,
prefunctionalized starting materials. We have demonstrated the wide
applicability of this methodology to a variety of molecularly complex
substrates. Additionally, the coupled products can be employed in
one-pot cyclizations to synthesize a variety of lactones.