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Issue 11, 2011
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Readily available hydrogen bond catalysts for the asymmetric transfer hydrogenation of nitroolefins

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Abstract

This paper focuses on readily accessible thiourea hydrogen bond catalysts derived from amino acids, whose steric and electronic features are modulated by their degree of substitution at the carbinol carbon center. These catalysts were applied in the asymmetric transfer hydrogenation of nitroolefins furnishing the chiral products in up to 99% yield and 86% enantiomeric excess. The proposed catalyst's mode of action is supported by mechanistic investigations.

Graphical abstract: Readily available hydrogen bond catalysts for the asymmetric transfer hydrogenation of nitroolefins

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Article information


Submitted
11 Jan 2011
Accepted
14 Mar 2011
First published
14 Apr 2011

Org. Biomol. Chem., 2011,9, 4323-4327
Article type
Paper

Readily available hydrogen bond catalysts for the asymmetric transfer hydrogenation of nitroolefins

J. F. Schneider, M. B. Lauber, V. Muhr, D. Kratzer and J. Paradies, Org. Biomol. Chem., 2011, 9, 4323
DOI: 10.1039/C1OB05059A

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