Enantiopure piperidines 4 may be accessed in very good unsaturated imide. The stereoselectivity is controlled by A(1.2) strain between the imine N-alkyl group and the overall yields and high stereoselectivity from the bifunctional products 2 of the silyloxy Cope rearrangement of chiral aldol conjugate double bond. In an alternate approach, polyalkylsubstituted piperidines were prepared by the addition of products 1 by sequential nucleophilic addition of primary amines and subsequent hydrogenation. The reaction is organozinc reagents to cyanopiperidines readily obtained from the Cope products in the presence of a silver salt. proposed to proceed by initial imine formation followed by an intramolecular aza-conjugate addition to the α,β-Eur.
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