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Pd-Catalyzed Ring-Closing/Ring-Opening Cross Coupling Reactions: Enantioselective Diarylation of Unactivated Olefins

Lantao Liu, Fangyuan Cheng, Chenxiang Meng, An‐An Zhang, Mingliang Zhang, Kai Xu, Naoki Ishida, Masahiro Murakami

2021ACS Catalysis43 citationsDOI

Abstract

Pd-catalyzed chemo-, regio-, and enantioselective ring-closing/ring-opening cross coupling reaction has been developed with diverse aryl halide-tethered alkenes and benzocyclobutenols as substrates, which renders the highly enantioselective diarylation of unactivated alkenes and provides a convenient method toward chiral 2,3-dihydrobenzofurans bearing a quaternary stereocenter with excellent enantioselectivities (up to 98% ee). The application in concise synthesis of the analogue of cannabinoid receptor 2 agonists is described.

Topics & Concepts

StereocenterEnantioselective synthesisRing (chemistry)ChemistryCatalysisCombinatorial chemistryArylStereochemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and Catalysis
Pd-Catalyzed Ring-Closing/Ring-Opening Cross Coupling Reactions: Enantioselective Diarylation of Unactivated Olefins | Litcius