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A recyclable chiral auxiliary for the asymmetric syntheses of α-aminonitriles and α-aminophosphinates
Journal article   Peer reviewed

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

Jean-Christophe Rossi, Marc Marull, Nicolas Larcher, Jacques Taillades, Robert Pascal, Arie van Der Lee and Philippe Gerbier
Tetrahedron: Asymmetry, Vol.19(7)
15/04/2008

Abstract

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.
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