Structure-Activity Relationships of Sandalwood Odorants: Synthesis of a New Campholene Derivative

Structural modifications of natural (-)-(Z)-β-santalol have shown that the sandalwood odor impression is highly sensitive, even to small structural changes. Particularly, the substitution of the quaternary carbon is of great influence on the scent. Epi-compounds with side chains in the endo-position...

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Bibliographic Details
Published in:Natural product communications 2010-09, Vol.5 (9), p.1343-1348
Main Authors: Stappen, Iris, Höfinghoff, Joris, Buchbauer, Gerhard, Wolschann, Peter
Format: Article
Language:English
Subjects:
Odorants
Perfume
Santalum - chemistry
Sesquiterpenes - chemical synthesis
Structure-Activity Relationship
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Summary:Structural modifications of natural (-)-(Z)-β-santalol have shown that the sandalwood odor impression is highly sensitive, even to small structural changes. Particularly, the substitution of the quaternary carbon is of great influence on the scent. Epi-compounds with side chains in the endo-position possess sandalwood odor in only a few derivatives, whereas modifications at this side chain, as well as modification at the bicyclic ring systems mostly lead to a complete loss of sandalwood fragrance.
ISSN:1934-578X
1555-9475
DOI:10.1177/1934578X1000500902