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

Información del proyecto

PEACE

Identificador del acuerdo de subvención: 101105057

DOI

10.3030/101105057

Proyecto finalizado el 31 Enero 2024

Fecha de la firma de la CE 12 Abril 2023

Fecha de inicio 1 Octubre 2023

Fecha de finalización 30 Septiembre 2025

Financiado con arreglo a

• Marie Skłodowska-Curie Actions (MSCA)

Coste total

Sin datos

Aportación de la UE

€ 165 312,96

Coordinado por

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)

Período documentado: 2023-10-01 hasta 2025-09-30

Resumen del contexto y de los objetivos generales del proyecto

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).

Trabajo realizado desde el comienzo del proyecto hasta el final del período abarcado por el informe y los principales resultados hasta la fecha

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.

Avances que van más allá del estado de la técnica e impacto potencial esperado (incluida la repercusión socioeconómica y las implicaciones sociales más amplias del proyecto hasta la fecha)

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

Photocatalyzed synthesis