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Copper‐Catalyzed Borylative Cross‐Coupling of Allenes and Imines: Selective Three‐Component Assembly of Branched Homoallyl Amines
Authors:Dr James Rae  Kay Yeung  Dr Joseph J W McDouall  Prof Dr David J Procter
Institution:School of Chemistry, University of Manchester, Manchester, UK
Abstract:A copper‐catalyzed three‐component coupling of allenes, bis(pinacolato)diboron, and imines allows regio‐, chemo‐, and diastereoselective assembly of branched α,β‐substituted‐γ‐boryl homoallylic amines, that is, products bearing versatile amino, alkenyl, and borane functionality. Alternatively, convenient oxidative workup allows access to α‐substituted‐β‐amino ketones. A computational study has been used to probe the stereochemical course of the cross‐coupling.
Keywords:allenes  boron  copper  cross-coupling  imines
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