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

The trans-Linalool Oxides (pyranoid)

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Photo by permission of M. Roudintska - Art & Parfum

(3R,6S)-trans-linalool oxide (pyranoid) - sweet, floral, creamy

= (3R,6S)-2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol

In Wang et al., this enantiomer is referred to as the (2S,5R)- form.

Ref: G. Wang, D.; Ando, K.; Morita, K.; Kubota, K.; Kobayashi, A., Optical isomer of linalool and linalool oxides in tea aroma, Biosci. Biotechnol. Biochem. 1994, 58 (11), 2050-2053

(3S,6R)-trans-linalool oxide (pyranoid) - earthy

= (3S,6R)- 2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol

In Wang et al., this enantiomer is referred to as the (2R,5S)- form.

Ref: G. Wang, D.; Ando, K.; Morita, K.; Kubota, K.; Kobayashi, A., Optical isomer of linalool and linalool oxides in tea aroma, Biosci. Biotechnol. Biochem. 1994, 58 (11), 2050-2053

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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