4.3 Article

3-Acyl-4-diphenylmethyl-2-(N-cyanoimino)thiazolidine:: An enantioselective acylation reagent for racemic amines

Journal

JOURNAL OF THE CHINESE CHEMICAL SOCIETY
Volume 47, Issue 4B, Pages 865-868

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/jccs.200000116

Keywords

chiral acylation reagent; 3-acyl-4-diphenylmethyl-2-(N-cyanoimino)thiazolidine; enantioselective acylation; kinetic resolution; pi-pi interaction; racemic amine

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(S)-3-Acyl-4-diphenylmethyl-2-(N-cyanoimino)thiazolidine was found to be an effective enantioselective acylation reagent for racemic amines. 3-Benzoyl derivative was found to realize up to 79% ee upon acylation of (+/-)-1-phenylethylamine.

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