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

The HomoPolysantols [4,4-dimethyl-6-[(1S)-2,2,3-trimethylcyclopent-3-en-1-yl]hex-5-en-3-ols]

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Photo by permission of M. Roudintska - Art & Parfum

(+)-(3R,1'S)-HomoPolysantol - Very clean but less intense sandalwood scent than the (+)-(3S,1'S)-enantiomer, with woody, borneol and cashmeran notes at the end (by GC-sniffing); On blotting paper strips Lucta perfumers described it as: Top notes: smoky, tarry, phenolic, guaiacol, woody on cedar, sandal and benjui notes. Heart notes: sandalwood and burnt scents. Base note: weak sandalwood odour.

= (+)- (3R,5E)-4,4-dimethyl-6-[(1S)-2,2,3-trimethylcyclopent-3-en-1-yl]hex-5-en-3-ol

Ref: Juan M. Castro, Pablo J. Linares-Palomino, Sofía Salido, Joaquín Altarejos, Manuel Nogueras and Adolfo Sánchez, Enantiospecific synthesis, separation and olfactory evaluation of all diastereomers of a homologue of the sandalwood odorant Polysantol®, Tetrahedron, Volume 61, Issue 47 , 21 November 2005, Pages 11192-11203

Polysantol® is a trademark of Firmenich SA

(-)-(3S,1'R)-HomoPolysantol - Very clean sandalwood odour, with waxy note at end (by GC-sniffing); On blotting paper strips Lucta perfumers described it as: - Top notes: sandalwood, polysantol-type, woody and dry. Heart notes: sandalwood and sandela very intense. Base note: mild but clear sandalwood note. (Best of the four diastereoisomers)

= (3S,5E)-4,4-dimethyl-6-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]hex-5-en-3-ol

Ref: Juan M. Castro, Pablo J. Linares-Palomino, Sofía Salido, Joaquín Altarejos, Manuel Nogueras and Adolfo Sánchez, Enantiospecific synthesis, separation and olfactory evaluation of all diastereomers of a homologue of the sandalwood odorant Polysantol®, Tetrahedron, Volume 61, Issue 47 , 21 November 2005, Pages 11192-11203

Polysantol® is a trademark of Firmenich SA

(-)-(3R,1'R)-HomoPolysantol - Sandalwood pure note, with a waxy note at the end (by GC-sniffing); On blotting paper strips Lucta perfumers described it as: Top notes: weak spicy, sandalwood, woody and dry. Heart notes: weak spicy and sandalwood. Base note: almost odourless.

= (-)-(3R,5E)-4,4-dimethyl-6-[(1R)-2,2,3-trimethylcyclopent-3-en-1-yl]hex-5-en-3-ol

Ref: Ref: Juan M. Castro, Pablo J. Linares-Palomino, Sofía Salido, Joaquín Altarejos, Manuel Nogueras and Adolfo Sánchez, Enantiospecific synthesis, separation and olfactory evaluation of all diastereomers of a homologue of the sandalwood odorant Polysantol®, Tetrahedron, Volume 61, Issue 47 , 21 November 2005, Pages 11192-11203

Polysantol® is a trademark of Firmenich SA

(+)-(3S,1'S)-HomoPolysantol - Sandalwood pure note (by GC-sniffing); On blotting paper strips Lucta perfumers described it as: Top notes: phenolic, leather, styrax, sandalwood and woody. Heart notes: very clean sandalwood and sandela scents. Base note: almost odourless.

= (+)-(3S,5E)-4,4-dimethyl-6-[(1S)-2,2,3-trimethylcyclopent-3-en-1-yl]hex-5-en-3-ol

Ref: Ref: Juan M. Castro, Pablo J. Linares-Palomino, Sofía Salido, Joaquín Altarejos, Manuel Nogueras and Adolfo Sánchez, Enantiospecific synthesis, separation and olfactory evaluation of all diastereomers of a homologue of the sandalwood odorant Polysantol®, Tetrahedron, Volume 61, Issue 47 , 21 November 2005, Pages 11192-11203

Polysantol® is a trademark of Firmenich SA

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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