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

The beta-Santalenes

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Photo by permission of M. Roudintska - Art & Parfum

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(1S,2R,4R)-(-)-beta-Santalene - Essentially no scent when freshly purified.

= (1S,2R,4R)-2-methyl-3-methylene-2-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

Ref: A. Krotz, G. Helmchen, "Total Syntheses, Optical Rotations and Organoleptic Properties of Sandalwood Fragrances, (Z)- and (E)-b-Santalol and their Enantiomers, ent-b-Santalene". Liebigs Ann. Chem. 1994, 601-609; A. Krotz, G. Helmchen, "Total Syntheses of Sandalwood Fragrances, (Z)- and (E)-Santalol and their Enantiomers, ent-b-Santalene". Tetrahedron Asymmetry 1990, 537-540

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(1R,2S,4S)-(+)-beta-Santalene - Essentially no scent when freshly purified.

= (1R,2S,4S)-2-methyl-3-methylene-2-(4-methylpent-3-en-1-yl)bicyclo[2.2.1]heptane

Ref: A. Krotz, G. Helmchen, "Total Syntheses, Optical Rotations and Organoleptic Properties of Sandalwood Fragrances, (Z)- and (E)-b-Santalol and their Enantiomers, ent-b-Santalene". Liebigs Ann. Chem. 1994, 601-609; A. Krotz, G. Helmchen, "Total Syntheses of Sandalwood Fragrances, (Z)- and (E)-Santalol and their Enantiomers, ent-b-Santalene". Tetrahedron Asymmetry 1990, 537-540

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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