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

The Cyclamen Aldehydes

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Photo by permission of M. Roudintska - Art & Parfum

(-)-(2R)-Cyclamen aldehyde - cyclamen-like odor; also described as "green, floral, cyclamen" (Yamamoto)

= (2R)-(-)-3-(4-isopropylphenyl)-2-methylpropanal

Ref: Hamada, Kazuhiko; Production of optically active cyclamen aldehyde, Japanese Patent No. 55027166, Feb. 27, 1980; T. Yamamato, Advances in the transition metal (Rh, Ru)-BINAP-catalyzed asymmetric chiral compounds for flavours and fragrances and their associated sensory properties, in Current Topics in Flavours and Fragrances - Towards a New Millennium of Discovery, Karl A. D. Swift, Ed., Kluwer Academic Publishers (now Springer), 2000, pp. 33-59, Note that the odor description is based on the (-)-enantiomer as Yamamoto's assignment of the (R) configuration appears to have been reversed.

(+)-(2S)-Cyclamen aldehyde - lily bell-like odor; also described as "ozone-like, aldehydic, chemical" (Yamamoto)

= (2S)-(+)-3-(4-isopropylphenyl)-2-methylpropanal

Ref: Hamada, Kazuhiko; Production of optically active cyclamen aldehyde, Japanese Patent No. 55027166, Feb. 27, 1980; T. Yamamato, Advances in the transition metal (Rh, Ru)-BINAP-catalyzed asymmetric chiral compounds for flavours and fragrances and their associated sensory properties, in Current Topics in Flavours and Fragrances - Towards a New Millennium of Discovery, Karl A. D. Swift, Ed., Kluwer Academic Publishers (now Springer), 2000, pp. 33-59, Note that the odor description is based on the (+)-enantiomer as Yamamoto's assignment of the (S) configuration appears to have been reversed.

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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