Litcius/Paper detail

Palladium-Catalyzed Asymmetric Cross-Coupling Reactions of Cyclobutanols and Unactivated Olefins

Kangning Cao, Zhan‐Ming Zhang, Junliang Zhang, Fen‐Er Chen

2021Organic Letters20 citationsDOI

Abstract

Transition-metal-catalyzed activations of carbon–carbons bonds of small strained rings have widespread applications in synthetic and medicinal chemistry. However, coupling reactions of cyclobutanols involving β-carbon elimination to construct C(sp3)–C(sp3) bonds have scarcely been developed. Here, we demonstrate a highly enantioselective Pd-catalyzed intermolecular C(sp3)–C(sp3) coupling reaction of a broad range of cyclobutanol derivatives and unactivated alkenes, allowing convenient access to a series of chiral benzene-fused cyclic compounds in a highly regio-, chemo-, and enantioselective manner.

Topics & Concepts

ChemistryEnantioselective synthesisIntermolecular forceCatalysisPalladiumBenzeneCoupling reactionCombinatorial chemistryCoupling (piping)Organic chemistryMoleculeEngineeringMechanical engineeringCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions