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Article Dans Une Revue Tetrahedron Année : 2006

First stereoselective synthesis of potassium aeschynomate and its no-natural stereomers

Résumé

The synthesis of potassium aeshynomate and its non-natural stereomers was achieved using the Sharpless catalytic asymmetric dihydroxylation of (Z) or (E) vinylogous glycine as the key step. The resulting γ-amino α,β-dihydroxyester stereomer was deprotected and coupled with the caffeic acid to afford stereoselectively potassium aeshynomate or its stereomers. A detailed study of the NMR data of the different stereomers is reported that corrects the literature data.

Dates et versions

hal-00125069 , version 1 (17-01-2007)

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Stephanie Claudel, Tomasz Krzysztof Olszewski, Pierre Mutzenhardt, Christie Aroulanda, Philippe Coutrot, et al.. First stereoselective synthesis of potassium aeschynomate and its no-natural stereomers. Tetrahedron, 2006, 62, pp.1787-1798. ⟨10.1016/j.tet.2005.11.051⟩. ⟨hal-00125069⟩
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