A recyclable chiral auxiliary for the asymmetric syntheses of α-aminonitriles and α-aminophosphinates - Archive ouverte HAL
Article Dans Une Revue Tetrahedron: Asymmetry Année : 2008

A recyclable chiral auxiliary for the asymmetric syntheses of α-aminonitriles and α-aminophosphinates

Résumé

Optically active .alpha.-amino nitriles and .alpha.-amino phosphinic derivs. have been prepd. in high yield and high ee via stereoselective Strecker condensation of a chiral ketone with HCN and NH3 followed by condensation with RCHO, an HCN donor or a phosphinate and regioselective decompn. of the intermediate to release the target compd. The third step enables the easy regeneration of the initial chiral ketonic auxiliary.

Domaines

Chimie organique

Dates et versions

hal-00357756 , version 1 (01-02-2009)

Identifiants

Citer

Jean-Christophe Rossi, Marc Marull, Nicolas Larcher, Jacques Taillades, Robert Pascal, et al.. A recyclable chiral auxiliary for the asymmetric syntheses of α-aminonitriles and α-aminophosphinates. Tetrahedron: Asymmetry, 2008, 19 (7), pp.876. ⟨10.1016/j.tetasy.2008.03.013⟩. ⟨hal-00357756⟩
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