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Cobalt‐Catalyzed Markovnikov‐Type Selective Hydroboration of Terminal Alkynes

Jieping Chen, Xuzhong Shen, Zhan Lu

2020Angewandte Chemie International Edition85 citationsDOI

Abstract

A cobalt-catalyzed Markovnikov-type hydroboration of terminal alkynes with HBpin to access α-alkenyl boronates with good regioselectivity and atom economy is reported. A new ligand has been developed for the cobalt hydride catalyst that has been used for a unique Markovnikov selective insertion of terminal alkynes into metal hydride bond. This operationally simple protocol exhibits excellent functional group tolerance to deliver valuable alkene derivatives.

Topics & Concepts

Markovnikov's ruleHydroborationAlkeneChemistryRegioselectivityCatalysisCobaltCombinatorial chemistryLigand (biochemistry)HydrideTerminal (telecommunication)Organic chemistryMedicinal chemistryMetalBiochemistryComputer scienceReceptorTelecommunicationsOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
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