Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp 3 )−H Amination of Hydrocarbons
Abstract: The asymmetric synthesis of enantiopure pyrrolidines is reported via a streamlined strategy relying on two sequential C–H functionalizations of simple hydrocarbons. The first step is a regio- and stereoselective catalytic nitrene C–H insertion. Then, a subsequent diastereoselective cyclization involving a 1,5-Hydrogen Atom Transfer (HAT) from a N -centered radical leads to the formation of pyrrolidines that can then be converted to their free NH- derivatives.
Keywords: Pyrrolidine / C—H Amination / Nitrene / Haloamine / Stereoselectivity
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