Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp 3 )-H Amination of Hydrocarbons - Archive ouverte HAL
Article Dans Une Revue Angewandte Chemie International Edition Année : 2021

Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp 3 )-H Amination of Hydrocarbons

Résumé

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.

Domaines

Chimie organique
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Dates et versions

hal-03344954 , version 1 (15-09-2021)

Identifiants

Citer

Yanis Lazib, Pascal Retailleau, Tanguy Saget, Benjamin Darses, Philippe Dauban. Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp 3 )-H Amination of Hydrocarbons. Angewandte Chemie International Edition, 2021, ⟨10.1002/ange.202107898⟩. ⟨hal-03344954⟩
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