Abstract: | Several, stereoisomeric, monocyclic analogs of (−)‐β‐vetivone (1), one of the main constituents of vetiver oil, were studied to determine whether the olfactory properties of (−)‐β‐vetivone (1) could be reproduced from these structurally simpler, synthetically accessible compounds. The effects of diastereomeric and enantiomeric structural differences on the odor of the partial vetivone structure were determined. A chiral phenyl sulfoximine was used for separation of the racemic mixtures. Detailed nuclear magnetic resonance (NMR) spectroscopic studies (1H, 13C) were used to determine relative configurations while absolute configurations were determined by circular dichroism (CD) methods. Chirality 11:14–20, 1999. © 1999 Wiley‐Liss, Inc. |