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Stereochemistry of a Guaianolide from Cyathocline Purpurea by High Resolution NMR Spectroscopy
Authors:P Pradhan  G J Chintalwar  A Banerji
Institution:Bio-Organic Division , Bhabha Atomic Research Centre , Bombay, 400 085
Abstract:The stereochemistry of a sesquiterpene, 6α-hydroxy-4(14),10(15)-guaianadien-8β,12-olide (2) was established by high resolution and 2D-NMR spectroscopy. Careful analysis of the long range couplings along with vicinal spin-spin coupling constants predict a trans fusion of the lactone ring. Further information on the stereochemistry of 2 was obtained from 2D-NOESY and ROESY experiments.
Keywords:Guaianolide  Stereochemistry  Samek Rule  Allylic coupling  NOESY  ROESY  HETCOR
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