Discovery of Aromatic Components with Excellent Fragrance Properties and Biological Activities: ^|^#946;-Ionols with Antimelanogenetic Effects and Their Asymmetric Syntheses

Ryoichi Komaki, Takashi Ikawa, Kozumo Saito, Kazuyo Hattori, Natsuyo Ishikawa, Hidemichi Fukawa, Masahiro Egi, Shuji Akai
2013 Chemical and pharmaceutical bulletin  
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
more » ... 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.
doi:10.1248/cpb.c12-00916 pmid:23449199 fatcat:uvs6vbko5zeohg7i6gmfd2gfw4