Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The des-Methyl Arborones

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(1R,2R,8R,8aR)-desMethyl Arborone - possesses an intense warm woody-amber odor in common with Georgyone and Arborone. Its odor also has a slight fresh minty note.

 = (-)-1-[(1R,2R,8R,8aR)-1,2,8-trimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-2-yl]ethanone

 Ref: Ref: Sungwoo Hong and E. J. Corey, Enantioselective Syntheses of Georgyone, Arborone, and Structural Relatives. Relevance to the Molecular-Level Understanding of Olfaction, J. Am. Chem. Soc., 2006; 128(4) pp 1346 - 1352

(+)-(1S,2S,8S,8aS)-desMethyl Arborone = ent-desMethyl Arborone - possesses a relatively weak odor.

= (+)-1-[(1S,2S,8S,8aS)-1,2,8-trimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-2-yl]ethanone

 Ref: Ref: Sungwoo Hong and E. J. Corey, Enantioselective Syntheses of Georgyone, Arborone, and Structural Relatives. Relevance to the Molecular-Level Understanding of Olfaction, J. Am. Chem. Soc., 2006; 128(4) pp 1346 - 1352

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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