Anodic oxidation of chiral sulfinylamines: a new route to highly diastereoselective α-alkylation of piperidine |
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Authors: | Serge Turcaud |
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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 |
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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. |
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Keywords: | Sulfinylamine Anodic oxidation Diastereoselective alkylation Pelletierine |
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