Abstract
Organic Chemistry Converting aliphatic C–H bonds into C–N bonds is a broadly useful reaction in pharmaceutical research. A persistent challenge is to obtain just one of the two possible mirror-image products, or enantiomers, in this context. Li et al. report an odd-electron cobalt porphyrin complex that catalyzes highly enantioselective intramolecular C–H amination in a variety of substrates with pendant sulfamoyl azides. The reaction selectively targets carbon centers that are five atoms away from the activated nitrogen, producing six-membered rings that can be opened by hydrolytic sulfonyl removal. Isotopic labeling and trapping studies implicate a radical mechanism. Angew. Chem. Int. Ed. 10.1002/anie.201808923 (2018).
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