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Anodic oxidation of chiral sulfinylamines: a new route to highly diastereoselective α-alkylation of piperidine
Authors:Serge Turcaud
Affiliation:Synthèse et structure de molécules d’intérêt pharmacologique, UMR 8638 CNRS-University Paris 5, Faculty of Pharmacy, 4 avenue de l’Observatoire, 75270 Paris cedex 6, France
Abstract:The anodic oxidation of some chiral non-racemic N-arylsulfinyl piperidines was investigated and for the first time α methoxylated sulfinyl piperidines were obtained. The so-formed compounds are equivalent of chiral N-sulfinyliminiums and used as new intermediates for the preparation of chiral α-substituted piperidine derivatives in good yield and diastereoselectivity.
Keywords:Sulfinylamine   Anodic oxidation   Diastereoselective alkylation   Pelletierine
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