Abstract

Reversal of reactivity: A chemoselective direct asymmetric Michael addition of cyclic N-sulfonylimines to α,β-unsaturated aldehydes has been developed by employing chiral iminium catalysis. A tandem base-catalyzed tautomerization of the imine group/hemiaminal formation/dehydroxylation process of the Michael adducts efficiently affords valuable tricyclic piperidine derivatives in moderate to excellent enantioselectivity.

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