No abstract

The significance of chiral α-tertiary amines in medicinal chemistry and drug development has been unquestionably established in the last decades. α-Tertiary amines are attractive structural motifs for natural products, bioactive...

A highly site-selective trifluoromethylaminoxylation of activated and unactivated olefins was reported under metal-free conditions. The method provides direct access to diverse β-trifluoromethyl trisubstituted hydroxylamines, tertiary alcohols, isoxazolines, isoxazolidines, and amino alcohols. The SET process between hydroxylamine and the hypervalent iodine−CF 3 reagent is proposed to produce two free radicals for the regioand diastereoselective addition to alkenes. The synthetic potential of the protocol was established via the late-stage functionalization of the products and a series of postreaction modifications.