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A direct photocatalytic access to chiral β2-amino acids from alkenes using CO2 as the carbon source

Project description

CO2 carbon source and mild photoredox yields valuable chiral β2-amino acids

Chiral β2-amino acids are building blocks of many pharmaceuticals. The global market for them is booming; greener synthesis methods are needed. With the support of the Marie Skłodowska-Curie Actions programme, the SYNERGISTIC project will develop energy-efficient, enantioselective, photocatalytic methods to functionalise challenging alkenes and CO2 to produce chiral 2-amino acids. A metal-free photocatalyst and a halogen atom transfer reagent will activate the alkene double bond, and a homogeneous chiral transition metal complex will simultaneously insert the CO2 molecule in an enantioselective way. The mild photoredox reaction conditions and CO2 as a C1 carbon source will enhance the sustainability of the chemicals sector and support a wide range of functionalisations.

Objective

The development of enantioselective strategies is becoming highly important as the global chiral chemicals market is expected to reach 120 billion USD by 2025. Among these chiral molecules, 2-amino acids and their derivatives are highly demanding chemicals because of their extensive uses in the synthesis of pharmaceuticals. My SYNERGISTIC proposal will envisage the functionalization of challenging alkenes and CO2 to achieve chiral 2-amino acids under energy-efficient photocatalytic conditions. To achieve this chemistry, I propose a novel approach by employing two different catalysts to activate simultaneously the double bond of alkene and to insert CO2 into the double bond. I will use a metal-free photocatalyst in combination with a halogen atom transfer (XAT) reagent to activate the double bond of alkene, and a homogeneous chiral transition metal complex to insert the CO2 molecule in a face-selective way. The mild reaction conditions of photoredox catalysis should enable to functionalize a wide range of alkenes as well as for late-stage functionalization of functionally challenging molecules found in natural products and complex pharmaceuticals. This proposal will significantly contribute to the advancement of the CO2-valorization blueprint as well as will create a groundbreaking green approach for the synthesis of chiral 2-amino acids using CO2 as a C1 synthon. More importantly, the fundamental new insights of this novel catalytic system that will be gained during this investigation will be a game-changer for the enhancement of sustainable chemistry.

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Topic(s)

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

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Call for proposal

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(opens in new window) HORIZON-MSCA-2022-PF-01

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Coordinator

UNIVERSITAT BAYREUTH
Net EU contribution

Net EU financial contribution. The sum of money that the participant receives, deducted by the EU contribution to its linked third party. It considers the distribution of the EU financial contribution between direct beneficiaries of the project and other types of participants, like third-party participants.

€ 173 847,36
Address
UNIVERSITATSSTRASSE 30
95447 BAYREUTH
Germany

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Region
Bayern Oberfranken Bayreuth, Kreisfreie Stadt
Activity type
Higher or Secondary Education Establishments
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Total cost

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