Chemoselective Hydroboration of Propargylic Alcohols and Amines Using a Manganese(II) Catalyst

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....

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Published inOrganic letters Vol. 22; no. 10; pp. 3765 - 3769
Main Authors Brzozowska, Aleksandra, Zubar, Viktoriia, Ganardi, Ruth-Christine, Rueping, Magnus
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.05.2020
Amer Chemical Soc
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Summary: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.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00941