An Unusual Rearrangement of N,N-Dibenzyl-2-aminopropanal to N,N-Dibenzyl-1-aminopropanone.

✍ Scribed by Maqsood Adia; Nadine Hénaff; Andrew Whiting*

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 258 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)00555-8

✦ Synopsis

N,N-dibe3rzyl-2-amh30propamd la daived from alanine rearrangesto the cormaponding ketone,NJ%tibenzyl-1-aminopropanone uponexpmuretoeirher silieagelor pyridhrimnacetate. Simitar rearmngemenrado not occur with aldebydes&aivedfrom phenytafinhte, valirre, leueine, prolineor phenylglycirre. Ooe meeharristicexplanationfor the rwmrrgemerrtis a fade 1,2-methylshift, folfowed by 1,2-hydrogenshift. @ 1997Hsevier Science Ltd.