Practical asymmetric access to carboxy-differentiated aspartate derivatives via 1,3-dipolar cycloaddition of nitrone with (R)-4-ethyl-N-vinyloxazolidin-2-one - CNRS - Centre national de la recherche scientifique Accéder directement au contenu
Article Dans Une Revue Tetrahedron: Asymmetry Année : 2008

Practical asymmetric access to carboxy-differentiated aspartate derivatives via 1,3-dipolar cycloaddition of nitrone with (R)-4-ethyl-N-vinyloxazolidin-2-one

Résumé

A new practical approach to enantioenriched carboxy-differentiated aspartate derivatives was achieved in three steps via the 1,3-dipolar cycloaddition of N-benzyl-α-carbonyloxyethylnitrone with (R)-4-ethyl-N-vinyloxazolidin-2-one and chemoselective nucleophilic displacement of aspartimide under appropriate conditions (racemization less than 3%).

Domaines

Chimie organique

Dates et versions

hal-00326912 , version 1 (06-10-2008)

Identifiants

Citer

T .B. Nguyen, Thi Minh Ha Vuong, Arnaud Martel, Robert Dhal, Gilles Dujardin. Practical asymmetric access to carboxy-differentiated aspartate derivatives via 1,3-dipolar cycloaddition of nitrone with (R)-4-ethyl-N-vinyloxazolidin-2-one. Tetrahedron: Asymmetry, 2008, 19 (17), pp.2084-2087. ⟨10.1016/j.tetasy.2008.08.020⟩. ⟨hal-00326912⟩

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