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

The Dihydrobovolides

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Photo by permission of M. Roudintska - Art & Parfum

(4S)-(+)-Dihydrobovolide - deep green tea notes (a metallic, spicy, green tea note)

Odor threshold = 1.6 ppm

= (+)-(4S)-2,3-dimethyl-2-Nonen-4-olide

= (+)-(5S)-3,4-dimethyl-5-pentylfuran-2(5H)-one

Ref: Michiko Kawakami, Topics and Progress in Tea Flavor Science. Foods & Food Ingredients Journal of Japan No. 197, 13-27 (2002); Pompizzi, R.: Furanfettsäuren als Vorläufer von Aromastoffen. Dissertation Nr. 12129. ETH, Zürich 1999.

The absolute configuration given here has been assigned by analogy and requires confirmation.

(4R)-(-)-Dihydrobovolide - light green tea notes (a light and spicy green tea note)

Odor threshold = 3.7 ppm

= (-)-(4R)-2,3-dimethyl-2-Nonen-4-olide

= (-)-(5R)-3,4-dimethyl-5-pentylfuran-2(5H)-one

Ref: Michiko Kawakami, Topics and Progress in Tea Flavor Science. Foods & Food Ingredients Journal of Japan No. 197, 13-27 (2002); Pompizzi, R.: Furanfettsäuren als Vorläufer von Aromastoffen. Dissertation Nr. 12129. ETH, Zürich 1999.

The absolute configuration given here has been assigned by analogy and requires confirmation.

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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