Aza-Prins Cyclization on Ketones to Access Piperidines with Tetrasubstituted Carbon Stereocenters - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue (Article De Synthèse) Advanced Synthesis and Catalysis Année : 2023

Aza-Prins Cyclization on Ketones to Access Piperidines with Tetrasubstituted Carbon Stereocenters

Résumé

The aza-Prins cyclization in presence of a variety of aliphatic, aromatic, and heterocyclic ketones is disclosed. The developed method allows an access to diverse C-2 functionalized piperidines, bearing a tetrasubstituted or spiranic carbon stereocenter, in a range of 30 to 87% yields. When diastereomers were formed, the trans isomer was identified as the major product.

Domaines

Chimie organique
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Dates et versions

hal-04357455 , version 1 (21-12-2023)

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Alexandre Bergounioux, Romane Lhotellier, Thierry Roisnel, Nicolas Gouault, Gilles Argouarch, et al.. Aza-Prins Cyclization on Ketones to Access Piperidines with Tetrasubstituted Carbon Stereocenters. Advanced Synthesis and Catalysis, inPress, ⟨10.1002/adsc.202301116⟩. ⟨hal-04357455⟩
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