-dehydrogeosmin.gif)
(+)-(4S,4aS,8aS)-dehydrogeosmin
- strong, camphoraceous, earthy-musty tonality
which is reminiscent of freshly ploughed soil -
the natural (+) stereoisomer exhibiting a
fresher and stronger camphoraceous tonality than
the (-) isomer.
Odor
recognition threshold = 140 pg/liter in
air
=
(+)-(4S,4aS,8aS)-4,8a-dimethyl-1,3,4,5,8,8a-hexahydronaphthalen-4a(2H)-ol
Ref: Udo
Huber, Wilhelm Boland, Wilfried A. König,
Bärbel Gehrcke,S ynthesis and Absolute
Configuration of the C12-Terpenoid
Dehydrogeosmin from the Flower Scents of Rebutia
marsoneri and Dolichothele sphaerica
(Cactaceae); a new approach to bis-angularly
substituted trans-decalins, Helvetica Chimica
Acta, Volume 76, Issue 5, Date: 11 August 1993,
Pages: 1949-1955; Ronald Bentley, The Nose as a
Stereochemist. Enantiomers and Odor, Chemical
Reviews, 2006, 106, 4099-4112
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-dehydrogeosmin.GIF)
(-)-(4R,4aR,8aR)-dehydrogeosmin
- similar odor to (+)-dehydrogeosmin, but not as
fresh or camphoraceous
Odor
recognition threshold = 10 pg/liter in
air
=
(-)-(4R,4aR,8aR)-4,8a-dimethyl-1,3,4,5,8,8a-hexahydronaphthalen-4a(2H)-ol
Ref: Ref: Udo
Huber, Wilhelm Boland, Wilfried A. König,
Bärbel Gehrcke,S ynthesis and Absolute
Configuration of the C12-Terpenoid
Dehydrogeosmin from the Flower Scents of Rebutia
marsoneri and Dolichothele sphaerica
(Cactaceae); a new approach to bis-angularly
substituted trans-decalins, Helvetica Chimica
Acta, Volume 76, Issue 5, Date: 11 August 1993,
Pages: 1949-1955; Ronald Bentley, The Nose as a
Stereochemist. Enantiomers and Odor, Chemical
Reviews, 2006, 106, 4099-4112
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