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Lithium compound catalyzed deoxygenative hydroboration of primary, secondary and tertiary amides

Milan Kumar Bisai, Kritika Gour, Tamal Das, Kumar Vanka, Sakya S. Sen

2021Dalton Transactions36 citationsDOI

Abstract

A selective and efficient route for the deoxygenative reduction of primary to tertiary amides to corresponding amines has been achieved with pinacolborane (HBpin) using simple and readily accessible 2,6-di-tert-butyl phenolate lithium·THF (1a) as a catalyst. Both experimental and DFT studies provide mechanistic insight.

Topics & Concepts

HydroborationLithium (medication)Primary (astronomy)ChemistryCatalysisOrganic chemistryTertiary alcoholsEndocrinologyMedicineAstronomyPhysicsOrganoboron and organosilicon chemistryAsymmetric Hydrogenation and CatalysisAdvanced Synthetic Organic Chemistry
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