Hydroxymethylation beyond Carbonylation: Enantioselective Iridium-Catalyzed Reductive Coupling of Formaldehyde with Allylic Acetates via Enantiotopic π‑Facial Discrimination
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https://figshare.com/articles/dataset/Hydroxymethylation_beyond_Carbonylation_Enantioselective_Iridium_Catalyzed_Reductive_Coupling_of_Formaldehyde_with_Allylic_Acetates_via_Enantiotopic_Facial_Discrimination/3101578
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Chiral iridium complexes modified by SEGPHOS catalyze the 2-propanol-mediated reductive coupling of branched allylic acetates 1a–1o with formaldehyde to form primary homoallylic alcohols 2a–2o with excellent control of regio- and enantioselectivity. These processes, which rely on enantiotopic π-facial discrimination of σ-allyliridium intermediates, represent the first examples of enantioselective formaldehyde C–C coupling beyond aldol addition.
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2016-03-21



