Helvetica chimica acta

Enantiomerenreine Pyrrolidin??Derivate aus trans??4??Hydroxy??L??prolin durch elektrochemische oxidative Decarboxylierung und Titantetrachlorid??vermittelte …

P Renaud, D Seebach

Index: Renaud, Philippe; Seebach, Dieter Helvetica Chimica Acta, 1986 ,  vol. 69, p. 1704 - 1710

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Citation Number: 72

Abstract

Preparative electrolysis of N-methoxycarbonyl-0-[(f-butyl) dimethylsilyl] hydroxyproline 4 in MeOH leads to substitution of the COOH by a M e 0 group (oxidative decarboxylation). The mixture 5 of the two diastereoisomers (cu. 1: l) thus obtained was reacted in CH& with nucleophilic silylated compounds (such as allylsilane, silyl cyanide and 1-phenyl-I- silyloxyethane) or with trimethyl phosphite in the presence of TiC1, to give 2-allyl-, 2-cyano ...