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

✍ Scribed by Peter Grossen; Peter Herold; Peter Mohr; Christoph Tamm

Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
273 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Two new syntheses of verrucarinic acid (2__S__, 3__R__‐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 chiral glyoxylate.

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