Institute for Materials Chemistry and Engineering, Kyushu University


LAST UPDATE 2017/02/25

  • 研究者氏名
    Researcher Name

    友岡克彦 Katsuhiko TOMOOKA
    教授 Professor
  • 所属
    Professional Affiliation

    Institute for Materials Chemistry and Engineering, Kyushu University

    System of Functional Molecules, Division of Applied Molecular Chemistry
  • 研究キーワード
    Research Keywords

    organic synthesis
    chiral molecule chemistry
    asymmetric synthesis
    structural organic chemistry
Research Subject
Synthesis and Application of Unnatural Chiral Molecules

研究の背景 Background


Most of naturally occurring chiral molecules comprise asymmetric carbon, hence our effort on asymmetric synthesis mainly concenter a stereocontrol of central chirality of carbon. On the other hand, it is also known that molecular chirality can be caused by a presence of central chirality of non-carbon element or by a restricted rotation about single bonds. Among those unnatural chiral molecules having no asymmetric carbon, we have particularly studied on planar chiral heterocycles and chiral silicon molecules.

研究の目標 Outcome


Our research objectives are, 1) development of planar chiral heterocycle-based optical functional molecules and asymmetric reagents having unique functionalities caused by the dynamic chirality with highly restricted conformation, 2) development of chiral silicon-based bio-functional molecules having unique functionalities caused by the steric and electronic effects of the silicon. To this end, we have been studied on practical asymmetric synthetic methods for the unnatural chiral molecules along with the researches on physical properties and reactivity thereof.

研究図Research Figure

Fig.1. Enantiomers of planar chiral heterocycle and chiral silicon molecule. Fig.2. Asymmetric cyclization of achiral diallylic amine to planar chiral organonitrogen cycle. Fig.3. Asymmetric synthesis of chiral silicon molecules from achiral ones by asymmetric desymmetrization.

文献 / Publications

J. Am. Chem. Soc., 127, 12182 (2005). Org. Lett., 8, 963 (2006). Tetrahedron Lett., 49, 6327 (2008). J. Am. Chem. Soc., 132, 9232 (2010). J. Am. Chem. Soc., 133, 1754 (2011).
Angew. Chem. Int. Ed., 51, 10355 (2012). J. Chem. Eur. J., 20, 7598 (2014). Angew. Chem. Int. Ed., 54, 1190 (2015).