Structure/reactivity relationships of N-alkoxycarbonyl- and N-carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxazirid...Structure/reactivity relationships of N-alkoxycarbonyl- and N-carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxaziridines with alkenes are also examined, and lead to interesting new heteroatom transfer reaction products. Finally, the aminative rearrangement of 2-alkoxydihydropyrans leads to a useful stereocontrolled synthesis of pyrrolidines which can undergo synthetic manipulations to give [2.2.1 ]- and [3.2.1 ]-azabicycles.展开更多
文摘Structure/reactivity relationships of N-alkoxycarbonyl- and N-carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxaziridines with alkenes are also examined, and lead to interesting new heteroatom transfer reaction products. Finally, the aminative rearrangement of 2-alkoxydihydropyrans leads to a useful stereocontrolled synthesis of pyrrolidines which can undergo synthetic manipulations to give [2.2.1 ]- and [3.2.1 ]-azabicycles.
