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- Title
Significance of the Geminal Dimethyl Group in the Odor Principle of Ambrox®.
- Authors
Ohloff, Günther; Giersch, Wolfgang; Pickenhagen, Wilhelm; Furrer, Anton; Frei, Beatrice
- Abstract
The diastereoisomeric 18-nor- and 19-norambrox ((6α)- and (6β)-dodecahydro-3a,6,9a-trimethylnaphtho[2,1- b]furans resp.) as well as the corresponding 18,19-dinor-derivatives (dodecahydro-3a,9a-dimethylnaphtho[2,1- b]furans) have been synthesized and subjected to sensory evaluation. Threshold data and odor determination give an enlarged insight into the structure-activity relationship (SAR) in ambrox-type ambergris fragrances. As a general conclusion, the accumulation of axial CH3 groups in the tricyclic ethers 1- 12 leads to the strongest receptor affinity.
- Publication
Helvetica Chimica Acta, 1985, Vol 68, Issue 7, p2022
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19850680726