title: Chirality and fragrance chemistry: stereoisomers of the commercial chiral odorants Muguesia and Pamplefleur.
abstract: [structure: see text] The work describes the enzyme-mediated preparation and the odor evaluation of the single stereoisomers of the commercial odorants Muguesia and Pamplefleur. The synthetic approach to Muguesia stereoisomers helped to clear the assignment of the relative configuration of intermediate diols 5. The odor response of Pamplefleur isomers was found to be rather unusual. No stereoisomer prevailed, but each one played a definite role in establishing the odor sensation of the final blend.
authors.affiliation: Dipartimento di Chimica, Materiali ed Ingegneria Chimica del Politecnico, Istituto CNR per la Chimica del Riconoscimento Molecolare, Via Mancinelli 7, I-20131 Milano, Italy.
authors.forename: Agnese
authors.initials: A
authors.lastname: Abate
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Brenna
authors.forename: Claudio
authors.initials: C
authors.lastname: Fuganti
authors.forename: Francesco G
authors.initials: FG
authors.lastname: Gatti
authors.forename: Tommaso
authors.initials: T
authors.lastname: Giovenzana
authors.forename: Luciana
authors.initials: L
authors.lastname: Malpezzi
authors.forename: Stefano
authors.initials: S
authors.lastname: Serra
mesh_terms: D000440:Butanols / Q000138:chemical synthesis* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D009812:Odorants; D012903:Smell / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: D000440:Butanols; C500278:Muguesia; C500276:Pamplefleur