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Preprint Review Version 1 Preserved in Portico This version is not peer-reviewed

Chiral non Aromatic Nitrogen-Heterocycles by Asymmetric Intramolecular Haloamination and Haloamidation

Version 1 : Received: 24 May 2024 / Approved: 27 May 2024 / Online: 27 May 2024 (09:58:07 CEST)

A peer-reviewed article of this Preprint also exists.

Orena, M.; Rinaldi, S. Chiral Nonaromatic Nitrogen-Heterocycles by Asymmetric Intramolecular Haloamination and Haloamidation. Organics 2024, 5, 163-204. Orena, M.; Rinaldi, S. Chiral Nonaromatic Nitrogen-Heterocycles by Asymmetric Intramolecular Haloamination and Haloamidation. Organics 2024, 5, 163-204.

Abstract

This review deals with the functionalization of double bonds carried out in the presence of a chiral catalyst exploiting the intramolecular attack to haliranium ions by nucleophilic nitrogen of amides or carbamates prepared from achiral aminoalkenes, and the C-N bonds formation leads to highly enantioenriched non-aromatic heterocycles. A range of protocols are reported, emphasizing the synthesis of many natural and biologically active products of pharmacological interest prepared according to this methodology.

Keywords

non-aromatic heterocycles; haloamination; haloamidation; haliranium ion; stereoselectivity; chiral catalysts

Subject

Chemistry and Materials Science, Organic Chemistry

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