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Anodic oxidation of chiral sulfinylamines: a new route to highly diastereoselective α-alkylation of piperidine

S Turcaud, T Martens, E Sierecki, J Pérard-Viret…

Index: Turcaud, Serge; Martens, Thierry; Sierecki, Emma; Perard-Viret, Joelle; Royer, Jacques Tetrahedron Letters, 2005 , vol. 46, # 31 p. 5131 - 5134

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Citation Number: 13

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.