Tandem Dearomatization/Enantioselective Allylic Alkylation of Pyridines

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(22), P. 11907 - 11913

Published: May 22, 2023

Herein, we report a multistep one-pot reaction of substituted pyridines leading to N-protected tetrahydropyridines with outstanding enantioselectivity (up 97% ee). An iridium(I)-catalyzed dearomative 1,2-hydrosilylation enables the use N-silyl enamines as new type nucleophile in subsequent palladium-catalyzed asymmetric allylic alkylation. This telescoped process overcomes intrinsic nucleophilic selectivity synthesize enantioenriched, C-3-substituted tetrahydropyridine products that have been otherwise challenging access.

Language: Английский

An air- and moisture-stable ruthenium precatalyst for diverse reactivity

Nature Chemistry, Journal Year: 2024, Volume and Issue: 16(7), P. 1141 - 1150

Published: April 3, 2024

Abstract Versatile, efficient and robust (pre)catalysts are pivotal in accelerating the discovery optimization of chemical reactions, shaping diverse synthetic fields such as cross-coupling, C–H functionalization polymer chemistry. Yet, their scarcity certain domains has hindered advancement adoption new applications. Here we present a highly reactive air- moisture-stable ruthenium precatalyst [( t BuCN) 5 Ru(H 2 O)](BF 4 ) , featuring key exchangeable water ligand. This versatile drives an array transformations, including late-stage C( sp )–H arylation, primary/secondary alkylation, methylation, hydrogen/deuterium exchange, 3 oxidation, alkene isomerization oxidative cleavage, consistently outperforming conventionally used (pre)catalysts. The generality applicability this is exemplified through potential for rapid screening photocatalytic reactions with suite situ generated photocatalysts containing hitherto unknown complexes, reactivities previously unreported ruthenium. observed suggestive generic platform reaction simplification accelerated that will enable broader accessibility to state-of-the-art catalysis.

Language: Английский

Recent strategies and developments in the hydroboration of N-Heteroarenes mediated by transition and rare-earth metal complexes

Inorganica Chimica Acta, Journal Year: 2025, Volume and Issue: unknown, P. 122594 - 122594

Published: Feb. 1, 2025

Language: Английский