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Synthesis 2011(23): 3796-3800  
DOI: 10.1055/s-0031-1289569
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© Georg Thieme Verlag Stuttgart ˙ New York

Birch Reaction Followed by Asymmetric Iridium-Catalysed Hydrogenation

Alban Cadua, Alexander Paptchikhinea, Pher G. Andersson*a,b
a Department of Biochemistry and Organic Chemistry, Uppsala University, Box 576, 75123 Uppsala, Sweden
Fax: +46(18)4713818; e-Mail: pher.andersson@biorg.uu.se;
b School of Chemistry, University of KwaZulu-Natal, Durban, South Africa
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Publication History

Received 5 September 2011
Publication Date:
20 October 2011 (online)

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Abstract

Birch reaction products are asymmetrically hydrogenated with high enantio- and diastereoselectivity via iridium catalysts. This new method of producing chiral compounds was explored for a variety of 1,3-di- and 1,2,4-tri-substituted cyclohexadienes.

Key words

asymmetric catalysis - iridium - hydrogenation - reduction - radical reaction

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