Organocatalytic Enantioselective Alkylation of Aldehydes with [Fe(bpy)3]Br2 Catalyst and Visible Light

Organocatalytic Enantioselective Alkylation of Aldehydes with [Fe(bpy)3]Br2 Catalyst and Visible Light

Catalytic amounts (2.5 mol %) of [Fe­(bpy)3]­Br2 complex in the presence of visible light and the MacMillan catalyst 3 (20 mol %) are highly effective in promoting an enantioselective organocatalytic photoredox alkylation of aldehydes with various α-bromo carbonyl compounds. Reaction yields of isola...

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Veröffentlicht in:ACS catalysis 2015-10, Vol.5 (10), p.5927-5931
Hauptverfasser: Gualandi, Andrea, Marchini, Marianna, Mengozzi, Luca, Natali, Mirco, Lucarini, Marco, Ceroni, Paola, Cozzi, Pier Giorgio
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container_issue 10
container_start_page 5927
container_title ACS catalysis
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creator Gualandi, Andrea
Marchini, Marianna
Mengozzi, Luca
Natali, Mirco
Lucarini, Marco
Ceroni, Paola
Cozzi, Pier Giorgio
description Catalytic amounts (2.5 mol %) of [Fe­(bpy)3]­Br2 complex in the presence of visible light and the MacMillan catalyst 3 (20 mol %) are highly effective in promoting an enantioselective organocatalytic photoredox alkylation of aldehydes with various α-bromo carbonyl compounds. Reaction yields of isolated compounds and enantioselectivities are very good and comparable to the ones obtained by [Ru­(bpy)3]2+, organic dyes, or semiconductors, in the presence of the same organocatalysts. The use of first-row, abundant, and cheap metals in photocatalyzed reactions can open new perspectives in stereoselective organic synthesis.
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