Helvetica chimica acta

Further Syntheses of Optically Active Verrucarinic Acid, 43rd Communication of Verrucarins and Roridins

P Grossen, P Herold, P Mohr, C Tamm

Index: Grossen, Peter; Herold, Peter; Mohr, Peter; Tamm, Christoph Helvetica Chimica Acta, 1984 , vol. 67, p. 1625 - 1629

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Citation Number: 16

Abstract

Abstract Two new syntheses of verrucarinic acid (2S, 3R-dihydroxy-3-methylpentanoic acid) and its derivatives, suitably protected for the further conversion to macrocyclic trichothecenes, are described. The first one makes use of a diastereoselective alkylation of a (−)-(S)-malic acid ester and the regioselective reductin of one carboxyl function toa methyl group. The second approach involves a stereoselective addition of an allylsilane to a ...