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Copper-Catalyzed Synthesis of Stereodefined Cyclopropyl Bis(boronates) from Alkenes with CO as the C1 Source

Fu‐Peng Wu, Xiaoling Luo, Udo Radius, Todd B. Marder, Xiao‐Feng Wu

2020Journal of the American Chemical Society71 citationsDOI

Abstract

A novel copper-catalyzed stereodefined procedure for the selective synthesis of cyclopropyl bis(boronates) from terminal alkenes has been developed. Various aliphatic alkenes were transformed into the desired bis(boronate ester)-substituted cyclopropanes in moderate to good yields. Synthetic transformations of the resulting cyclopropyl bis(boronates) demonstrate their utility. A possible reaction mechanism is proposed.

Topics & Concepts

ChemistryCatalysisCopperCombinatorial chemistryOrganic chemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions
Copper-Catalyzed Synthesis of Stereodefined Cyclopropyl Bis(boronates) from Alkenes with CO as the C1 Source | Litcius