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

The (5RS)-Theaspiranes

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Photo by permission of M. Roudintska - Art & Parfum

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(2R,5RS)-Theaspirane - aroma of fruits, peach and honey, and sweet scent, clearly different from the racemate

= (2R,5RS)-2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

= (1RS,3R)-3,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

= (1RS,3R)-Theaspirane

Ref: Makoto Harada, Hiroyuki Matsuda, Kenya Ishida, Yuichiro Yamazaki, Process for producing optically active theaspirane, United States Patent 7964637 (June 21, 2011)

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(2S,5RS)-Theaspirane - aroma of camphor, mint, wood, and eucalyptus, clearly different from the racemate

= (2S,5RS)-2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

= (1RS,3S)-3,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene

= (1RS,3S)-Theaspirane

Ref: Makoto Harada, Hiroyuki Matsuda, Kenya Ishida, Yuichiro Yamazaki, Process for producing optically active theaspirane, United States Patent 7964637 (June 21, 2011)

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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