title: Discovery of aromatic components with excellent fragrance properties and biological activities: β-ionols with antimelanogenetic effects and their asymmetric syntheses.
abstract: Both enantiomers of dihydro-β-ionol and β-ionol, contained in the aromatic components of Osmanthus flower and of Hakuto peach, were obtained with high optical purity by lipase-catalyzed kinetic resolution of the racemates. It was found that all these enantiomers had different characteristic favorable scents and high antimelanogenetic effects. The absolute configuration and the enantiomer ratios of dihydro-β-ionol in the aromatic components of Osmanthus flower and of Hakuto peach were determined. The asymmetric synthesis of (R)-dihydro-β-ionol, one of the most valuable raw materials for fragrance and flavor, was performed from inexpensive β-ionone via lipase-catalyzed dynamic kinetic resolution followed by reduction.
authors: Kanebo Cosmetics Inc. , Odawara, Kanagawa, Japan.
authors: Ryoichi
authors: R
authors: Komaki
authors: Takashi
authors: T
authors: Ikawa
authors: Kozumo
authors: K
authors: Saito
authors: Kazuyo
authors: K
authors: Hattori
authors: Natsuyo
authors: N
authors: Ishikawa
authors: Hidemichi
authors: H
authors: Fukawa
authors: Masahiro
authors: M
authors: Egi
authors: Shuji
authors: S
authors: Akai
mesh_terms: D001685:Biological Factors / Q000737:chemistry*; D002384:Catalysis; D035264:Flowers / Q000737:chemistry; D007700:Kinetics; D008049:Lipase / Q000737:chemistry; D045792:Norisoprenoids / Q000737:chemistry*; D010476:Perfume / Q000737:chemistry*; D027861:Prunus / Q000737:chemistry
chemical_list: D001685:Biological Factors; D045792:Norisoprenoids; D010476:Perfume; C008157:beta-ionone; D008049:Lipase