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

Author:

Bergounioux Alexandre1,Lhotellier Romane1,Roisnel Thierry1,Gouault Nicolas1,Argouarch Gilles1ORCID,Lalli Claudia1ORCID

Affiliation:

1. Univ Rennes, CNRS ISCR – UMR 6226 F-35000 Rennes France

Abstract

AbstractThe 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.

Publisher

Wiley

Subject

General Chemistry

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