The first iron-catalyzed asymmetric
azidation of benzylic peresters
has been reported with trimethylsilyl azide (TMSN3) as
the azido source. Hydrocarbon radicals that lack of strong interactions
were capable to be enantioselectively azidated. The reaction features
good functional group tolerance, high yields, and mild conditions.
The chiral benzylic azides can further be used in click reaction,
phosphoramidation, and reductive amination, which demonstrate the
synthetic values of this reaction.
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