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StructureOdor Relationships of Semisynthetic β ‐Santalol Analogs
Author(s) -
Delasalle Céline,
de March Claire A.,
Meierhenrich Uwe J.,
Brevard Hugues,
Golebiowski Jérôme,
Baldovini Nicolas
Publication year - 2014
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201400082
Subject(s) - semisynthesis , chemistry , odor , sandalwood , olfactometry , stereochemistry , santalum album , gas chromatography , computational biology , chromatography , organic chemistry , traditional medicine , botany , medicine , biology
A series of eleven β ‐santalol analogs, including nine new derivatives, was prepared by semisynthesis from natural (−)‐( Z )‐ β ‐santalol and studied by gas chromatography‐olfactometry (GC‐O) to characterize their olfactory properties and potencies. These compounds and 45 others selected in the literature were used to build three olfactophores by molecular modelling. Three models were obtained that gather structural and physicochemical constraints that will be useful for further design of new sandalwood odorants.