CARBO-CHAIN · Development of new sp3 C–H carboxylation strategies via interrupted Ni-catalyzed chain-walking catalysis

Development of new sp3 C–H carboxylation strategies via interrupted Ni-catalyzed chain-walking catalysis

The use of catalysts to control the synthesis of architecturally complex molecules is a key aspect in organic chemistry. Not only does this concept impact strongly on the arena of natural product synthesis but also the continued development of chemical biology, medicinal chemistry, and material science. A particularly important endeavor is the ability to rapidly access complex sp3 architectures – currently a need in medicinal chemistry programs given that such motifs contribute to clinical success – from simple precursors, as it constitutes a unique tool for streamlining the access to target leads in the drug discovery pipeline. While originally designed to control the topology of polymers, catalytic chain-walking reactions have recently offered new vistas for targeting unfunctionalized sp3 C–H sites by formally translocating the metal catalyst throughout the alkyl side-chain. Bulk alkenes and alkyl halides can be functionalized at remote sp3 sites in a regioconvergent manner, generating added-value products of interest in medicinal chemistry. , Despite the significant progress made with late- or noble transition metals, the ability of nickel catalysts to adopt one- or two-electron pathways have positioned this affordable first-row metal at the forefront of this emerging field. This project aims to identify and study the identity of the nickel complexes responsible for the multiple β–H elimination and Ni-insertion at sp3 carbon fragments (aka chain-walking mechanism). The knowledge generated will provide a strong foundation for the development of new reactions and functionalizations in a more rational manner, including its long-term application into asymmetric C–C bond forming reactions.

Текст от CORDIS, на английски · Данни: CORDIS, © Европейски съюз