Journal
MARINE DRUGS
Volume 7, Issue 4, Pages 654-671Publisher
MDPI
DOI: 10.3390/md7040654
Keywords
xestenone; marine norditerpene; total synthesis; structural determination
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Xestenone is a marine norditerpenoid found in the northeastern Pacific sponge Xestospongia vanilla. The relative configuration of C-3 and C-7 in xestenone was determined by NOESY spectral analysis. However the relative configuration of C-12 and the absolute configuration of this compound were not determined. The authors have now achieved the total synthesis of xestenone using their developed one-pot synthesis of cyclopentane derivatives employing allyl phenyl sulfone and an epoxy iodide as a key step. The relative and absolute configurations of xestenone were thus successfully determined by this synthesis.
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