A straightforward and highly diastereoselective synthesis of cis-4-hydroxypiperidines is presented. This method allows access to C2 and C4 substituted piperidines, bearing a tetrasubstituted carbon stereocenter at C4. gem-Disubstituted homoallylic amines and ketoaldehydes as carbonyl partners have been rarely used in aza-Prins cyclizations, expanding the scope of this reaction.
M. Le Roch, N. Gouault, J. Renault, G. Argouarch, T. Roisnel, S. Banik, B. V. Subba Reddy and C. Lalli, Org. Biomol. Chem., 2025, 23, 1644 DOI: 10.1039/D4OB01807A
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