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Synfacts 2011(12): 1368-1368  
DOI: 10.1055/s-0031-1289380
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Phosphoric Acid Catalyzed Enantioselective Friedländer Condensations

Contributor(s): Benjamin List, Qinggang Wang
L. Ren, T. Lei, L.-Z. Gong*
University of Science and Technology of China, Hefei, P. R. of China
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Publication History

Publication Date:
18 November 2011 (online)

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Significance

Gong and co-workers have developed a highly enantioselective Brønsted acid catalyzed Friedländer condensation reaction, through desymmetrization of 4-substituted cyclohexan­ones. The achiral amine played a crucial role in the stereocontrol. In the proposed mechanism both 2-aminobenzaldimine and enamine might be generated as intermediates, according to the experimental observations.