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- Title
Totalsynthese des Verrucarins E sowie ihre Anwendung zur Herstellung eines <sup>13</sup>C-markierten Derivates desselben.
- Authors
Gossauer, Albert; Suhl, Klaus
- Abstract
Total synthesis of verrucarin E. Its application to the preparation of a 13C-labeled derivative. A relative high over-all yield synthesis of verrucarin E (3-acetyl-4-hydroxymethyl-pyrrole), a secondary metabolite of the soil fungus Myrothecium verrucaria, has been achieved by condensation of ( E)-5-benzyloxy-3-penten-2-one with tosylmethylisocyanide and subsequent hydrogenolysis of the obtained O-benzyl derivative. As the closure to the pyrrole ring takes place regiospecifically, this procedure is convenient for preparing verrucarin E labeled with C-isotopes. On the basis of the data obtained from the 13C-NMR. spectrum of Verrucarin E labeled with 13C at the C(2) and C(3) positions, all the 13C-resonances of Verrucarin E could be assigned unambiguously.
- Publication
Helvetica Chimica Acta, 1976, Vol 59, Issue 5, p1698
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19760590530