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On the odor of the enantiomers of Madrol®
Author(s) -
Buchbauer Gerhard,
Lebada Philippine,
Wiesinger Lucia,
WeissGreiler Petra,
Wolschann Peter
Publication year - 1997
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1997)9:4<380::aid-chir11>3.0.co;2-j
Subject(s) - sandalwood , odor , chemistry , enantiomer , chirality (physics) , stereochemistry , organic chemistry , traditional medicine , chiral symmetry , medicine , nambu–jona lasinio model , physics , quantum mechanics , quark
The asymmetric syntheses of the enantiomers of Madrol® ( 1 ) are described and their odor properties evaluated. (1 S )‐(−)‐ 1 exerts a powerful sandalwood odor with some animalic undertones, whereas its antipode smells sweet and flowery rather than like sandalwood. Molecular surface comparisons show remarkable deviations in the hydrophobic parts of the two enantiomers. Chirality 9:380–385, 1997. © 1997 Wiley‐Liss, Inc.