AsymmFlow · Go with the continuous flow: Asymmetric Synthesis of Bioactive Alkaloids by Multistep Continuous-Flow Processes

Go with the continuous flow: Asymmetric Synthesis of Bioactive Alkaloids by Multistep Continuous-Flow Processes

In the Realm of Chemistry, asymmetric synthesis has a prime importance as it allows creation of optically pure chemical entities. The synthesis of preferred enantiomer is highly desirable when seeking for specific biological activities owing to the importance of chirality. AsymmFlow delineates synthesis, characterization and application of novel asymmetric supported organocatalysts for enantioselective Pictet-Splengler cyclization in continuous flow/batch to produce tetrahydro-β-carboline (THβC) derivatives. The proposed immobilization strategy gives access to synthesize reusable, robust and stable catalytic systems for asymmetric continuous-flow processes. The overall aim of AsymmFlow is to provide new sustainable tools for the synthesis of tetrahydro-β-carboline (THβC) derivatives, ranging from quaternary substituted and spiro compounds, which show potent anticancer and antimalarial activity. The advances provided through the project could be translated in future reduced cost and time production of such drugs. Thus, the results of the current project could be translated to an economic impact on human health. Furthermore, the explored synthetic route involves continuous flow chemistry and is in alignment with the principles of green chemistry; thus, the project also contributes with a positive impact on the environment. AsymmFlow proposes the use of reusable immobilized organocatalysts by integrating them into continuous flow reactors to establish faster, safer, and a greener protocol for the enantioselective synthesis of THβC derivatives. The specific objectives of the action have been: 1. Synthesis and characterization of asymmetric immobilized catalysts starting from proline and BINOL derivatives 2. Optimization of reaction conditions for the asymmetric synthesis of THβCs and Michael adducts under batch/continuous flow operation using immobilized catalysts 3. Synthesis of quaternary tryptolines, such as Spiroindolinones, and indoloquinolizidines in continuous flow.

Data: CORDIS, © European Union