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Molecules 2010, 15(3), 1280-1290; doi:10.3390/molecules15031280
Article

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

,
*  and *
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
* Authors to whom correspondence should be addressed.
Received: 1 February 2010 / Revised: 10 February 2010 / Accepted: 2 March 2010 / Published: 4 March 2010
(This article belongs to the Special Issue Bifunctional Catalysis)
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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.
Keywords: nitro-Mannich; ytterbium; heterobimetallic; asymmetric catalysis; amide-based ligand nitro-Mannich; ytterbium; heterobimetallic; asymmetric catalysis; amide-based ligand
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Nitabaru, T.; Kumagai, N.; Shibasaki, M. Catalytic Asymmetric Nitro-Mannich Reactions with a Yb/K Heterobimetallic Catalyst. Molecules 2010, 15, 1280-1290.

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