Helvetica Chimica Acta

Les β??cétonitriles groupes protecteurs de la fonction amine. Préparation d'amino??alcools

M Abarbri, A Guignard, M Lamant

Index: Abarbri, Mohamed; Guignard, Alain; Lamant, Maurice Helvetica Chimica Acta, 1995 , vol. 78, p. 109 - 121

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Citation Number: 6

Abstract

The amino group of natural L-amino acid esters is protected by condensation with 2- oxocyclopentanenitrile (1) or 2-formyl-2-pheny~ dtetonitrik (10). Only the ester group of the formed cyanoenamino esters 2 and 11 reacts with nucleophilic reagent!; such as organometallics (RMgX, RLi), borohydrides, or metal amides, whereas the cyanoenamino group is unchanged (Schemes I and 2). Cyanoenamino alcohols obtained by reduction of ...