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Synthesis 2009(12): 2113-2115  
DOI: 10.1055/s-0029-1216804
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

A Simplified Synthesis of Takemoto’s Catalyst

A. Berkessel*, B. Seelig
University of Cologne, Department of Chemistry, Greinstr. 4, 50939 Cologne, Germany
Fax: +49(221)4705102; e-Mail: berkessel@uni-koeln.de;
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Publikationsverlauf

Received 16 March 2009
Publikationsdatum:
12. Mai 2009 (online)

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Abstract

A facile two-step procedure for the preparation of Takemoto’s catalyst is reported. The thiourea moiety was obtained by condensation of 3,5-bis(trifluoromethyl)aniline with phenyl chlorothioformate and in situ substitution of phenol by trans-1,2-diaminocyclohexane. Subsequent reductive dimethylation using formaldehyde/zinc afforded Takemoto’s catalyst.

Key words

organocatalyst - thiourea - amine - bifunctional

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