Record #242269 - GSI Repository

CRAFTMOL

From Simplicity to Complexity: Crafting Molecular Architectures via Cascade Polyene Cyclizations

Grant period	2022-02-01 - 2027-01-31
Funding body	European Union
Call number	ERC-2020-COG
Grant number	101000060
Identifier	G:(EU-Grant)101000060

Note: Polyene cyclizations belong to the most powerful and fascinating chemical transformations to rapidly assemble molecular architectures. However, the very limited substitution pattern of known substrates and nature’s inability to accommodate heteroatoms or substituents other than methyl restrict molecular diversity, complexity and functionality. CRAFTMOL addresses these limitations by investigating a set of novel heteroatom-substituted and tri/tetrasubstituted polyenes. The participation of these structural units in the cyclization will unlock previously inaccessible reaction pathways and enable efficient, selective and practicable routes to anticancer, anti-inflammatory and antiviral molecules. We will first investigate substrates containing trisubstituted double bonds and explore their behavior in cyclizations involving a transannular/cross-termination step. Realization of this concept will provide a highly modular synthetic platform for the rapid construction of more than 15 bioactive natural products. For the second part, we will explore tetrasubstituted double bonds to realize first-time synthesis of a structurally diverse family of natural products with unique biological activities. We will accomplish these goals by taking advantage of our expertise in total synthesis of complex natural products and modern chemical methodology. The experiments will be guided by computational methods and supported by our high-pressure platform. CRAFTMOL is ground-breaking as it 1) unveils innovative reaction pathways, 2) provides efficient synthetic access to structurally diverse molecular architectures, 3) enables deep-seated structural modifications of natural molecules that are currently inaccessible via fermentation or semi-synthesis. CRAFTMOL will lead to a better understanding of polyene cyclizations, will inspire scientists to develop novel methods for the construction of highly valuable molecules and will therefore advance the entire field of chemical synthesis.

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Record created 2021-10-10, last modified 2023-02-12

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