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

Authors :
Paola Ceroni
Luca Mengozzi
Marianna Marchini
Mirco Natali
Andrea Gualandi
Marco Lucarini
Pier Giorgio Cozzi
Gualandi, Andrea
Marchini, Marianna
Mengozzi, Luca
Natali, Mirco
Lucarini, Marco
Ceroni, Paola
Cozzi, Pier Giorgio
Publication Year :
2015

Abstract

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.

Details

Language :
English
Database :
OpenAIRE
Accession number :
edsair.doi.dedup.....20f601c6a98a3c09d16b9a1bf3f34b2d