[3+2] Route to Quaternary Oxaprolinol Derivatives as Masked Precursors of Disubstituted β 3 ,β 3 -Amino Aldehyde - Le Mans Université Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2015

[3+2] Route to Quaternary Oxaprolinol Derivatives as Masked Precursors of Disubstituted β 3 ,β 3 -Amino Aldehyde

Résumé

Isoxazolidines displaying a quaternary stereocenter were formed starting from functional cyclic ketonitrones through a highly stereocontrolled 1,3‐dipolar cycloaddition. Chemoselective reductive chiral auxiliary removal gives quaternary oxaprolinol derivatives, which were further transformed into dipeptides terminated directly with an aldehyde function.

Dates et versions

hal-02313901 , version 1 (11-10-2019)

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Pavlo Shpak-Kraievskyi, Amelle Mankou Makaya, Anne Beauchard, Arnaud Martel, Mathieu Y. Laurent, et al.. [3+2] Route to Quaternary Oxaprolinol Derivatives as Masked Precursors of Disubstituted β 3 ,β 3 -Amino Aldehyde. European Journal of Organic Chemistry, 2015, 2015 (18), pp.3923-3934. ⟨10.1002/ejoc.201500339⟩. ⟨hal-02313901⟩
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