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Synthesis 2010(20): 3493-3503
DOI: 10.1055/s-0030-1258226
DOI: 10.1055/s-0030-1258226
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of (+)-Hanagokenol A, (+)-Fortunins E, G, H, and (-)-Sugikurojin A from Abietic Acid
Weitere Informationen
Publikationsverlauf
Received
28 May 2010
Publikationsdatum:
20. August 2010 (online)


Abstract
A series of 12-hydroxy-substituted abietane diterpenes, functionalized on C19 or C18, have been synthesized starting from 18-hydroxyferruginol. The first synthesis of antibacterial hanagokenol A and fortunins E, G, and H, and a new procedure for preparing sugikurojin A and the immunosuppressive 19-hydroxy-ferruginol are reported.
Key words
antibiotics - diastereoselectivity - phenols - terpenoids - oxidation