ChemInform Abstract: Enantioselective N-Acetylation of Racemic Secondary Alkyl Amines with Chiral 2-Acetylamino-2′-diacetylamino-1,1′-binaphthyl.

✍ Scribed by K. KONDO; T. KUROSAKI; Y. MURAKAMI

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199843039

✦ Synopsis

Enantioselective N-Acetylation of Racemic Secondary Alkyl Amines with Chiral 2-Acetylamino-2'-diacetylamino-1,1'-binaphthyl.

-Acetylation of chiral 1,1'-binaphthyl-2,2'-diamine (I) with an excess of acetic anhydride provides products (III) and (IV). The former is used for asymmetric acetylation of simple primary amines (V). However, only disappointing enantioselectivities are obtained for the resulting N-acetylamines (VI). Bis-acetyl compound (IV) is recovered for reuse (¿ 95% yield).

-(KONDO, K.;