An enantioselective artificial Suzukiase based on the biotin–streptavidin technology

Anamitra Chatterjee, Hendrik Mallin, Juliane Klehr, Jaicy Vallapurackal, Aaron D. Finke, Laura Vera, M. Marsh, Thomas R. Ward

Chemical Science · 2015 · 118 citations · 35 references

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Abstract

Introduction of a biotinylated monophosphine palladium complex within streptavidin affords an enantioselective artificial Suzukiase. Site-directed mutagenesis allowed the optimization of the activity and the enantioselectivity of this artificial metalloenzyme. A variety of atropisomeric biaryls were produced in good yields and up to 90% ee. The hybrid catalyst described herein shows comparable TOF to the previous aqueous-asymmetric Suzuki catalysts, and excellent stability under the reaction conditions to realize higher TON through longer reaction time.

References

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