Komaki Ryoichi, Ikawa Takashi, Saito Kozumo, Hattori Kazuyo, Ishikawa Natsuyo, Fukawa Hidemichi, Egi Masahiro, Akai Shuji
Kanebo Cosmetics Inc. , Odawara, Kanagawa, Japan.
Chem Pharm Bull (Tokyo). 2013;61(3):310-4. doi: 10.1248/cpb.c12-00916.
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.
桂花和白凤桃芳香成分中含有的二氢-β-紫罗兰醇和β-紫罗兰醇的两种对映体，通过脂肪酶催化外消旋体的动力学拆分，以高光学纯度获得。结果发现，所有这些对映体都具有不同的特征性宜人香气和高抗黑色素生成作用。测定了桂花和白凤桃芳香成分中二氢-β-紫罗兰醇的绝对构型和对映体比例。通过脂肪酶催化的动态动力学拆分，然后还原，由廉价的β-紫罗兰酮进行了香料和香精最有价值的原料之一（R）-二氢-β-紫罗兰醇的不对称合成。
