DNA-Mediated Enantioselective Carbon-Fluorine Bond Formation

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.

fluorine - DNA - asymmetric catalysis - copper - halogenation

References and Notes

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Both st-DNA and calf thymus DNA are too large to be discussed in detail the transition-state structure of the immediate. Experiments using synthetic, structurally well-defined DNAs are now under investigations to confirm the actual transition-state structure.

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All buffer solutions were prepared according to the literature. See:

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