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Synlett 1998; 1998(7): 725-726
DOI: 10.1055/s-1998-1783
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Enantioselective N-Acetylation of Racemic Secondary Alkyl Amines with Chiral 2-Acetylamino-2′-diacetylamino-1,1′-binaphthyl

Kazuhiro Kondo* , Takahiro Kurosaki, Yasuoki Murakami
  • *School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan; Fax +81 474 72 1595
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Publication Date:
31 December 2000 (online)

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The enantioselective N-acetylation of racemic secondary alkyl amines with chiral 2-acetylamino-2′-diacetylamino-1,1′-binaphthyl (2) is described. This N-acetylation with 2 was effective for 1-arylethylamine and phenylalanine benzyl ester to give the corresponding N-acetylamines with up to 48% ee.

ortho-substituted anilines - 1,1′-binaphthyl-2,2′-diamine - kinetic resolution - enantioselective N-acetylation - optically active amine