An enantio-and diastereoselective Cu−H-catalyzed silylation of acyclic secondary alcohols with a vicinal quaternary stereocenter is reported. The reaction kinetically selects one out of four stereoisomers, affording the fastest-reacting stereoisomer as the silyl ether in enantio-and diastereomerically enriched form. The obtained motif with a quaternary carbon atom in the βposition of the hydroxy group is otherwise not easy to access.
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