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Copper-Catalyzed Hydroamination: Enantioselective Addition of Pyrazoles to Cyclopropenes.
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https://doi.org/10.1021/jacs.3c02971Abstract
Chiral N-cyclopropyl pyrazoles and structurally related heterocycles are prepared using an earth-abundant copper catalyst under mild reaction conditions with high regio-, diastereo-, and enantiocontrol. The observed N2:N1 regioselectivity favors the more hindered nitrogen of the pyrazole. Experimental and DFT studies support a unique mechanism that features a five-centered aminocupration.
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