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A versatile strategy for the enantioselective synthesis of bicyclic lactam N,S‐acetals by one‐pot cascade transformations is disclosed. The transformation of readily available substrates is promoted by chiral amines and creates bicyclic or tricyclic lactam N,S‐acetals with high chemo‐ and stereoselectivity (up to > 99.5:0.5 dr and > 99 % ee) in one‐pot operations.
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