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Catalytic Asymmetric Nitro-Mannich Reactions with a Yb/K Heterobimetallic Catalyst

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Author(s): Tatsuya Nitabaru | Naoya Kumagai | Masakatsu Shibasaki

Journal: Molecules
ISSN 1420-3049

Volume: 15;
Issue: 3;
Start page: 1280;
Date: 2010;
Original page

Keywords: nitro-Mannich | ytterbium | heterobimetallic | asymmetric catalysis | amide-based ligand

ABSTRACT
A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-b-nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.
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