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Synfacts 2014; 10(1): 0058
DOI: 10.1055/s-0033-1340441
DOI: 10.1055/s-0033-1340441
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Rhodium-Catalyzed Asymmetric Transfer Hydrogenation
Lemke M.-K, Schwab P, Fischer P, Tischer S, Witt M, Noehringer L, Rogachev V, Jäger A, Kataeva O, Fröhlich R, Metz P * Technische Universität Dresden und Westfälische Wilhelms-Universität Münster, Germany; Tomsk Polytechnic University, Russia
A Practical Access to Highly Enantiomerically Pure Flavanones by Catalytic Asymmetric Transfer Hydrogenation.
Angew. Chem. Int. Ed. 2013;
52: 11651-11655
A Practical Access to Highly Enantiomerically Pure Flavanones by Catalytic Asymmetric Transfer Hydrogenation.
Angew. Chem. Int. Ed. 2013;
52: 11651-11655
Further Information
Publication History
Publication Date:
13 December 2013 (online)
![](https://www.thieme-connect.de/media/synfacts/201401/i_l151_s1_10-1055_s-0033-1340441.gif)
Significance
Chiral flavanone moieties are among the largest secondary metabolites in plants. As such, they have been known for their antifungal, antibacterial, and antiviral effects. The authors present a practical and convenient method for the synthesis of both enantiomers of this class of molecules.
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Comment
The catalytically active rhodium hydride species was generated in situ prior to the addition of the substrate. This method allowed the authors to reduce catalyst loading to 0.5 mol% while retaining high enantioselectivities. They were able to synthesize both enantiomers of the natural product glabrol.
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![](https://www.thieme-connect.de/media/synfacts/201401/i_l151_s1_10-1055_s-0033-1340441.gif)