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DOI: 10.1055/s-0033-1339280
Asymmetric Synthesis of Amines through Rhodium-Catalyzed C–H Amination with Sulfonimidoylnitrenes
Publikationsverlauf
Received: 05. April 2013
Accepted after revision: 27. Mai 2013
Publikationsdatum:
27. Juni 2013 (online)
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Abstract
An efficient asymmetric C–H amination of benzylic and allylic substrates, as well as of adamantane derivatives, through catalytic C–H insertion of a chiral nitrene is reported. The reaction involves a chiral rhodium(II) complex, an iodine(III) oxidant, and a sulfonimidamide as a nitrene precursor. Experimental protocols for the preparation of the reagents and the catalytic nitrene are provided. The C–H amination can provide the corresponding amino derivatives on a gram scale. Various methods for the cleavage of the sulfonimidoyl group to give the corresponding tert-butoxycarbonyl- or acetyl-protected optically pure amines are also described.
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References
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For some recent reviews on the topic, see:
For the first studies involving Rh(II) complexes, see: