Diastereoselective esterification of (±)- N-trifluoroacetyl pipecolic acid using ( S)-α-methyl pantolactone: synthesis of ( S)- N-Boc pipecolic acid and ( S)- N-Boc-2-piperidinemethanol

Monique Calmès; Françoise Escale; Marc Rolland; Jean Martinez

doi:10.1016/S0957-4166(03)00304-5

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Diastereoselective esterification of (±)- N-trifluoroacetyl pipecolic acid using ( S)-α-methyl pantolactone: synthesis of ( S)- N-Boc pipecolic acid and ( S)- N-Boc-2-piperidinemethanol

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Diastereoselective esterification of (±)- N-trifluoroacetyl pipecolic acid using ( S)-α-methyl pantolactone: synthesis of ( S)- N-Boc pipecolic acid and ( S)- N-Boc-2-piperidinemethanol

Monique Calmès, Françoise Escale, Marc Rolland et Jean Martinez

Tetrahedron: asymmetry, Vol.14(12), pp.1685-1689

20/06/2003

DOI: https://doi.org/10.1016/S0957-4166(03)00304-5

Résumé

Racemic N-trifluoroacetyl pipecolic acid has been converted into ( S)- N-Boc-pipecolic acid or ( S)- N-Boc-2-piperidinemethanol by DCC/DMAP-induced diastereoselective esterification with ( S)-α-methyl pantolactone, followed by a saponification or a reduction reaction and N-Boc protection. Graphic

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Titre: Diastereoselective esterification of (±)- N-trifluoroacetyl pipecolic acid using ( S)-α-methyl pantolactone: synthesis of ( S)- N-Boc pipecolic acid and ( S)- N-Boc-2-piperidinemethanol
Créateurs - sans rôle: Monique Calmès
Françoise Escale
Marc Rolland
Jean Martinez
Détails de publication: Tetrahedron: asymmetry, Vol.14(12), pp.1685-1689
Éditeur: Elsevier Ltd
Nombre de pages: 5
Identifiants: 99162698209311
Unité académique: Institut Européen des Membranes - IEM
Langue: English
Type de ressource: Journal article