Elektrochemische Decarboxylierung von L.??Threonin??und Oligopeptid??Derivaten unter Bildung von N??Acyl??N, O??acetalen: Herstellung von Oligopeptiden mit …

…, P Renaud, H Berner, H Schneider

Index: Seebach, Dieter; Charczuk, Roland; Gerber, Christian; Renaud, Philippe; Berner, Heinz; Schneider, Helmut Helvetica Chimica Acta, 1989 , vol. 72, p. 401 - 425

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Citation Number: 82

Abstract

Derivatives of a-amino acids with two stereogenic centers (cf. L-threonine) and of di-, tri-, and tetrapeptides are electrolyzed in MeOH or AcOH, with formation of N-acyl-N, O-acetals (lblsh, 20h), in an anodic oxidative substitution of the COOH by an OR group. The amine ends of the oligopeptides may be benzyloxycarbonyl (Z)-or (tert-butoxy) carbonyl (Boc)- protected. With unprotected dipeptides, an electrolytic decarboxylative cyclization to ...