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

The Riesling acetals

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(1S,6R,8S)-Riesling acetal - woody, fruity, ionone, flowery note

= (+)-(1S,6R,8S)-2,2,6,8-tetramethyl-7,11-dioxatricyclo[6.2.1.01,6]undec-4-ene

Also referred to as (+)-(5R,6S,9S)-Riesling acetal

Ref: B. Dollmann, G. Full, P. Schreier, P. Winterhalter, M. Güntert, H. Sommer, Synthesis and enantiodifferentiation of riesling acetals, Phytochemical Analysis, Volume 6, Issue 2, Date: March/April 1995, Pages: 106-111; see also Werkhoff, P.; Guntert, M.; Krammer G.; Sommer, H.; Kaulen, J., Vacuum Headspace Method in Aroma Research: Flavor Chemistry of Yellow Passion Fruits, J. Agric. Food Chem.; 1998; 46(3); 1076-1093.

(-)-(1R,6S,8R)-Riesling acetal - slightly camphoraceous, flowery note

= (-)-(1R,6S,8R)-2,2,6,8-tetramethyl-7,11-dioxatricyclo[6.2.1.01,6]undec-4-ene

Ref: B. Dollmann, G. Full, P. Schreier, P. Winterhalter, M. Güntert, H. Sommer, Synthesis and enantiodifferentiation of riesling acetals, Phytochemical Analysis, Volume 6, Issue 2, Date: March/April 1995, Pages: 106-111; see also Werkhoff, P.; Guntert, M.; Krammer G.; Sommer, H.; Kaulen, J., Vacuum Headspace Method in Aroma Research: Flavor Chemistry of Yellow Passion Fruits, J. Agric. Food Chem.; 1998; 46(3); 1076-1093.

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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