1,3-Dipolar cycloaddition of vinyloxy quinolines with α-alkoxy carbonyl aldonitrones or cyclic surrogates: A comparative study for an asymmetric access to trans 4-quinolinoxy oxaprolines

Abdelrahman Hamdi (1, 2) , Mathieu Laurent (2) , Annie Hémon-Ribaud (2) , Amany Mostafa (1) , Mohammed A.M. Massoud (1) , Khalid Selim (1) , Gilles Dujardin (2)

1 Mansoura University [Egypt]
2 IMMM - Institut des Molécules et Matériaux du Mans

The asymmetric access to unreported trans 4-quinolinoxy oxaproline precursors is investigated here in a comparative way by 1,3-dipolar cycloaddition of vinyloxy quinolines with chiral α-alkoxycarbonyl aldonitrones and chiral cyclic surrogates.

Mots clés: 1,3-Dipolar cycloaddition; Nitrone; Vinyloxy quinoline; Isoxazolidine; Oxaproline

Domaines: Cristallographie; Chimie organique

Abdelrahman Hamdi, Mathieu Laurent, Annie Hémon-Ribaud, Amany Mostafa, Mohammed A.M. Massoud, et al.. 1,3-Dipolar cycloaddition of vinyloxy quinolines with α-alkoxy carbonyl aldonitrones or cyclic surrogates: A comparative study for an asymmetric access to trans 4-quinolinoxy oxaprolines. Tetrahedron, 2019, 75 (3), pp.429-440. ⟨10.1016/j.tet.2018.12.019⟩. ⟨hal-02435143⟩