Chirality and Fragrance Chemistry: Stereoisomers of the Commercial Chiral Odorants Muguesia and Pamplefleur
The Journal of Organic Chemistry2005Vol. 70(4), pp. 1281–1290
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Agnese Abate, Elisabetta Brenna, Claudio Fuganti, Francesco G. Gatti, Tommaso Giovenzana, L. Malpezzi, Stefano Serra
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.
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