(-)-(3R,5R)-3,5-dimethylcyclohexanol - milder, heavier odor than the (+)-enantiomer Ref: Julius v. Braun, Ernst Anton, Geruch und molekulare Asymmetrie, IV. Mitteilung: Die drei 1.3-Dimethylcyclohexanone-5 und die vier 1.3-Dimethyl-cyclohexanole-5, Berichte der deutschen chemischen Gesellschaft (A and B Series), Volume 60, Issue 11, Date: 7. December 1927, Pages: 2438-2446 as described in A. Bernreuther, U. Epperlein, B. Koppenhoefer, Enantiomers, Why they are important and how to resolve them, in Techniques for analyzing food aroma, Ray Marsili, Ed., CRC Press, 1996, p. 150. Absolute configuration deduced from Rosalinde Imbos, Catalytic Asymmetric Conjugate Additions and Heck Reactions, Thesis, Rijksuniversiteit Groningen, October 2002, Chapter 4, p. 67; http://dissertations.ub.rug.nl/FILES/faculties/science/2002/r.imbos/thesis.pdf - However, this assignment needs confirmation.

(+)-(3S,5S)-3,5-dimethylcyclohexanol - fresher, more powerful odor than the (-)-enantiomer Ref: Julius v. Braun, Ernst Anton, Geruch und molekulare Asymmetrie, IV. Mitteilung: Die drei 1.3-Dimethylcyclohexanone-5 und die vier 1.3-Dimethyl-cyclohexanole-5, Berichte der deutschen chemischen Gesellschaft (A and B Series), Volume 60, Issue 11, Date: 7. December 1927, Pages: 2438-2446 as described in A. Bernreuther, U. Epperlein, B. Koppenhoefer, Enantiomers, Why they are important and how to resolve them, in Techniques for analyzing food aroma, Ray Marsili, Ed., CRC Press, 1996, p. 150. Absolute configuration deduced from Rosalinde Imbos, Catalytic Asymmetric Conjugate Additions and Heck Reactions, Thesis, Rijksuniversiteit Groningen, October 2002, Chapter 4, p. 67; http://dissertations.ub.rug.nl/FILES/faculties/science/2002/r.imbos/thesis.pdf - However, this assignment needs confirmation.

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants