Chemoselective Hydroboration of Propargylic Alcohols and Amines Using a Manganese(II) Catalyst
Aleksandra Brzozowska, Viktoriia Zubar, Ruth-Christine Ganardi, Magnus Rueping
Abstract
The first manganese-catalyzed hydroboration of propargylic alcohols and amines as well as internal alkynes is reported. High regio- and stereoselectivity is achieved by applying 2 mol % of a manganese precatalyst based on the readily accessible bis(imino)pyridine ligand and MnCl2 as metal source. Propargylic alcohols and amines, as well as symmetric internal alkynes, were efficiently converted into the corresponding functionalized alkenes, which can serve as important and valuable intermediates for further synthetic applications such as cross-coupling reactions.
Topics & Concepts
HydroborationChemistryManganeseStereoselectivityCatalysisLigand (biochemistry)PyridineCombinatorial chemistryOrganic chemistryPrimary (astronomy)MetalAstronomyBiochemistryReceptorPhysicsOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods