Synthesis and resolution of a chiral analogue of 2,2,6,6-tetramethylpiperidine and of its corresponding nitroxide

The novel C 2 symmetric chiral amine trans-2,6-dimethyl-2,6-diphenylpiperidine has been synthesized via two successive nitrone nucleophilic addition-oxidation sequences, followed by reduction of the intermediate nitroxide. Pure enantiomers have been obtained via resolution with mandelic acid. Graphi...

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Bibliographic Details
Published in:Tetrahedron letters 1998-04, Vol.39 (17), p.2565-2568
Main Authors: Einhorn, Jacques, Einhorn, Cathy, Ratajczak, Fabien, Durif, André, Averbuch, Marie-Thérèse, Pierre, Jean-Louis
Format: Article
Language:English
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Summary:The novel C 2 symmetric chiral amine trans-2,6-dimethyl-2,6-diphenylpiperidine has been synthesized via two successive nitrone nucleophilic addition-oxidation sequences, followed by reduction of the intermediate nitroxide. Pure enantiomers have been obtained via resolution with mandelic acid. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)00244-5