Photocatalyzed enantiodivergent synthesis of homoallylic and carboxylic acids featuring heterodiaryl quaternary carbon stereocenters

Informations projet

PEACE

N° de convention de subvention: 101105057

DOI

10.3030/101105057

Projet clôturé le 31 Janvier 2024

Date de signature de la CE 12 Avril 2023

Date de début 1 Octobre 2023

Date de fin 30 Septembre 2025

Financé au titre de

• Marie Skłodowska-Curie Actions (MSCA)

Coût total

Aucune donnée

Contribution de l’UE

€ 165 312,96

Coordonné par

FUNDACIO INSTITUT CATALA D'INVESTIGACIO QUIMICA
Spain

Periodic Reporting for period 1 - PEACE (Photocatalyzed enantiodivergent synthesis of homoallylic and carboxylic acids featuring heterodiaryl quaternary carbon stereocenters)

Période du rapport: 2023-10-01 au 2025-09-30

Résumé du contexte et des objectifs généraux du projet

The PEACE project sought to tackle novel research and innovation (R&I) methods for creating diaryl all-carbon quaternary carbon centers through a pioneering photocatalyzed enantiodivergent approach. By utilizing a single chiral catalytic system, the project aimed to significantly reduce the methodology's costs. This involved devising substrate-based enantiodivergent strategies, relying on carefully chosen reaction partners to revolutionize the synthesis of both enantiomers of stereocenters encompassing diaryl quaternary carbon centers.
Specifically, the outcomes, results, and impacts of PEACE were expected to manifest in several dimensions: (a) Scientific Impact: PEACE aimed to expand knowledge in sustainable catalytic synthesis of all-carbon stereocenters, paving the way for new scientific approaches adaptable and scalable in both academic and industrial settings. This effort aimed to bolster investment in green R&I while educating researchers, both young and seasoned, on novel catalytic and sustainable processes. (b) Economic/Technological/Societal Impact: Furthermore, the project's outcomes aimed to address the pressing demand for a more sustainable future in high-value fine-chemical production. Designing innovative and economically sustainable approaches to quaternary stereocenters posed a significant challenge in the fine chemical industry. PEACE aimed to impact this sector by developing and designing a new divergent synthesis utilizing a single catalytic system, thus promoting a greener future. With a focus on medicinal chemistry, this project was poised to significantly decrease the overall synthesis costs of Active Pharmaceutical Ingredients (APIs).

Travail effectué depuis le début du projet jusqu’à la fin de la période considérée dans le rapport et principaux résultats atteints jusqu’à présent

During the four months of the PEACE project, a new family of 1,4-dihydropyridines (DHP) as aryl radical precursors have been synthetized through a new reaction sequence. At the same time, a family of well-known vinyl cyclic carbonates (VCC) were also prepared. Furthermore, initial screening of the reaction conditions toward the generation of new diaryl all-carbon quaternary carbon centers were performed. Challenges associated to the dual metal-photoredox enantiodivergent catalysis approach have been faced and promising preliminary results were achieved.

Progrès au-delà de l’état des connaissances et impact potentiel prévu (y compris l’impact socio-économique et les conséquences sociétales plus larges du projet jusqu’à présent)

Not applicable due to early termination and short implementation period (4 months)

Photocatalyzed synthesis