DNA-Mediated Enantioselective Carbon-Fluorine Bond Formation

Norio Shibata; Hiroyuki Yasui; Shuichi Nakamura; Takeshi Toru

doi:10.1055/s-2007-977429

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DNA-Mediated Enantioselective Carbon-Fluorine Bond Formation

Norio Shibata*, Hiroyuki Yasui, Shuichi Nakamura, Takeshi Toru*
Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan
e-Mail: nozshiba@nitech.ac.jp; e-Mail: toru@nitech.ac.jp;

Abstract

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Abstract

Enantioselective electrophilic fluorination of β-keto esters with Selectfluor^® catalyzed by DNA and a nonchiral ligand-Cu(II) complex is presented. The chirality transfer from DNA to the substrate appears to be caused by the intercalation or groove binding of the substrate-ligand-Cu(II) complex to DNA.

Key words

fluorine - DNA - asymmetric catalysis - copper - halogenation

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References

References and Notes

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