Fluorine in fragrances: exploring the difluoromethylene (CF 2 ) group as a conformational constraint in macrocyclic musk lactones

• Published in: Organic & biomolecular chemistry Vol. 14; no. 1; pp. 211 - 219
• Main Authors: Corr, Michael J., Cormanich, Rodrigo A., von Hahmann, Cortney N., Bühl, Michael, Cordes, David B., Slawin, Alexandra M. Z., O'Hagan, David
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 07.01.2016
• Subjects: Chemistry; Chemistry, Organic; Crystallography, X-Ray; Fatty Acids, Monounsaturated - chemical synthesis; Fatty Acids, Monounsaturated - chemistry; Fluorine - chemistry; Hydrocarbons, Fluorinated - chemistry; Lactones - chemical synthesis; Lactones - chemistry; Macrocyclic Compounds - chemistry; Models, Molecular; Molecular Conformation; Perfume - chemistry; Physical Sciences; Quantum Theory; Science & Technology; CHEMISTRY; RING

The CF 2 group is incorporated into specific positions within the lactone ring of the natural musk lactone, (12 R )-(+)-12-methyl-13-tridecanolide, a constituent of Angelica root oil, Angelica archangelica L. The approach is taken as it was anticipated that CF 2 groups would dictate corner locations...