Atropselective Organocatalytic Synthesis of Chiral Compounds Containing Nitrogen along the Axis of Chirality

Atropisomers, i.e., stereoisomers that are distinct because their free rotation about a single bond is hindered by steric interactions between nearby bulky groups or by electrostatics, may interact with their surroundings in different ways, and may also exhibit different properties. They may be found as natural products, as pharmaceutical or agricultural active ingredients, as chiral ligands and organocatalysts, and in functional materials. Our ability to synthesize them stereoselectively and in a sustainable way, using achiral materials and simply with the aid of an organocatalyst and mild conditions, has become a hot topic in research. This review provides an overview of recent achievements in the synthesis of atropisomers containing C-N and N-N axes of chirality. © 2023 by the authors.

Authors
Faisca Phillips A.M. , Pombeiro A.J.L.
Journal
Publisher
MDPI AG
Issue number
6
Language
English
State
Published
Number
1261
Volume
15
Year
2023
Organizations
  • 1 Coordination Chemistry and Catalysis Group, Centro de Química Estrutural, Institute of Molecular Sciences, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais 1, Lisboa, 1049-001, Portugal
  • 2 Research Institute of Chemistry, Peoples’ Friendship University of Russia (RUDN University), Moscow, 117198, Russian Federation
Keywords
amination; annulation; atropisomer; axial chirality; C-H activation; desymmetrization; N-H functionalization; rotational energy barrier; stereoisomer
Share

Other records