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Lower Homologues of Okoumal and Disila‐Okoumal: Synthesis and Olfactory Characterization of Novel Ambergris Odorants
Author(s) -
Nätscher Jennifer B.,
Laskowski Nadine,
Kraft Philip,
Tacke Reinhold
Publication year - 2010
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200900680
Subject(s) - odor , olfaction , moiety , chemistry , stereochemistry , organic chemistry , psychology , neuroscience
A structure–odor relationship study on lower homologues of the ambergris odorant okoumal with an ElCH 2 El ( 3 : El=C; 4 : El=Si) or ElOEl moiety ( 5 : El=Si) was carried out. All four stereoisomers of 3 – 5 were synthesized and characterized by odor descriptions and detection thresholds. The lowest odor thresholds were measured for the 2 R configured isomers, with the 2 R ,4 R configured 4 a (El=Si, X=CH 2 ) being the most intense of the series and best also with respect to its odor character.