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Unconventional Crafting of Chiral Aza-compounds using Visible Light Photocatalysis

Project description

Innovative approach to synthesising chiral nitrogen-containing compounds

Funded by the Marie Skłodowska-Curie Actions programme, the ChirAzaL project aims to develop sustainable organic synthesis techniques, focusing on creating biologically relevant chiral nitrogen-containing compounds: azetidines and multi-substituted linear amines. These complex molecules are characterised by a complex 3D arrangement and a high degree of saturation. ChirAzaL proposes using visible light as an energy source and a strain-release approach to access these molecular scaffolds. Asymmetric phase transfer catalysis and chiral-metal templated catalysis will be utilised to secure stereocontrol. The proposed photocatalysed transformations will provide a new, user-friendly pathway to the target molecules under mild conditions.

Objective

The aim of ChirAzaL is to devise innovative and sustainable technologies in organic synthesis to access general, modular, and scalable crafting of two families of biologically relevant chiral nitrogen-containing molecules, namely: azetidines and multisubstituted linear amines. Such molecules are characterized by a complex three-dimensional arrangement and a high degree of saturation. Harnessing visible-light as sustainable and unexpensive source of energy, I will use a strain-release approach to access these synthetically complex scaffolds. Asymmetric phase transfer catalysis and chiral-metal templated catalysis will be the foundation of this proposal for securing stereocontrol. In order to accomplish the overarching goal of the research program, it will be divided into two main stages: an exploratory Stage I, followed by the consequently more applicative Stage II. The application of the developed photocatalyzed transformations in flow technology will unlock a new and operational-friendly pathway to azetidines and multisubstituted linear amines under mild and efficient conditions. Lastly, the implementation of the developed chemistry, as a functionalization tool, will give access to a straightforward methodology which has serious potential to be embraced on any synthetic route.
The multidisciplinary skills acquired due to the interaction between the two phases, together with the transfer of knowledge between me and the hosting group will guarantee the successful realization of ChirAzaL.

Fields of science (EuroSciVoc)

Keywords

Programme(s)

Topic(s)

Funding Scheme

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

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Call for proposal

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

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Coordinator

UNIVERSITA DEGLI STUDI DI PADOVA
Net EU contribution
€ 188 590,08
Address
VIA 8 FEBBRAIO 2
35122 Padova
Italy
Region
Nord-Est Veneto Padova
Activity type
Higher or Secondary Education Establishments
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Total cost
No data