Skip to main content
Go to the home page of the European Commission (opens in new window)
English en
CORDIS - EU research results
CORDIS

Carbonyl-catalyzed EnantioSelective synthesis of primary Amines via Hydrogen-Atom Transfer activation

Project description

Making chiral primary amines more sustainably using light and organocatalysis

Chiral primary amines are important building blocks in chemistry, whose three-dimensional structure determines the biological activity and properties of many drugs, agrochemicals and materials. Supported by the Marie Skłodowska-Curie Actions programme, the CESAm-HAT project will develop a more sustainable and efficient approach to chiral primary amines by combining light-driven hydrogen-atom transfer with chiral carbonyl catalysis. This multicatalytic strategy will enable the mild C–H activation of racemic amines and the subsequent stereoselective bond formation, while avoiding the use of stoichiometric Brønsted bases or heavy metals. CESAm-HAT will establish a versatile catalytic platform for the asymmetric synthesis of primary amines, providing sustainable and selective access to these fundamental building blocks for applications in chemistry and beyond.

Objective

Chiral primary amines are fundamental building blocks in pharmaceuticals, agrochemicals, and advanced materials. Because their optical purity critically influences biological activity, the asymmetric synthesis of these privileged scaffolds has become a central goal in modern chemistry. Diverse asymmetric catalytic methods have been developed, such as hydrogenation and nucleophilic addition to imines, reductive amination of carbonyls, and direct C-H amination. Among these, carbonyl catalysis stands out as a transition-metal-free strategy for the enantioselective construction of chiral primary amines via formation of azaallyl anion intermediate. Yet, current strategies require stoichiometric amounts of strong Brønsted base, which hampers broader synthetic applications.
CESAm-HAT will develop a multicatalytic system for enantioselective functionalization of unactivated primary amines, combining chiral carbonyl and photoinduced Hydrogen-Atom Transfer (HAT) catalysis. This platform will enable the mild and selective generation of chiral azaallyl radicals via HAT activation of transiently formed imine intermediates, thereby avoiding the need for stoichiometric Brønsted bases. The ensuing stereocontrolled bond formation from these open-shell catalytic species will provide access to structurally diverse, enantioenriched primary amines.
To achieve this goal, CESAm-HAT will target two synthetic applications. First, the asymmetric α-C–H alkylation of unprotected primary amines, providing one-step access to enantioenriched α-tertiary primary amines under a ternary catalytic system. Second, the dynamic kinetic resolution (DKR) of α-secondary unprotected primary amines promoted by a quaternary catalytic system.
Overall, CESAm-HAT is expected to advance sustainable synthetic chemistry and expand the frontiers of enantioselective radical catalysis. More broadly, it will contribute to industry and society by fostering the development of more sustainable and efficient transformations

Fields of science (EuroSciVoc)

Keywords

Programme(s)

Topic(s)

Funding Scheme

HORIZON-TMA-MSCA-PF-EF - HORIZON TMA MSCA Postdoctoral Fellowships - European Fellowships

See all projects funded under this funding scheme

Call for proposal

(opens in new window) HORIZON-MSCA-2025-PF

See all projects funded under this call

Coordinator

UNIVERSITAT DE BARCELONA
Net EU contribution
€ 209 914,56
Address
GRAN VIA DE LES CORTS CATALANES 585
08007 Barcelona
Spain
Region
Este Cataluña Barcelona
Activity type
Higher or Secondary Education Establishments
Links
Total cost
No data