Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2013; 9(1): 0058
DOI: 10.1055/s-0032-1317779
DOI: 10.1055/s-0032-1317779
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Palladium-Catalyzed Enantioselective Aza-Morita–Baylis–Hillman Reaction
Further Information
Publication History
Publication Date:
17 December 2012 (online)

Significance
This paper describes the palladium-catalyzed enantioselective aza-Morita–Baylis–Hillman reaction of acrylonitriles with imines. The bulky pincer ligand enabled the synthesis of enantioenriched α-methylene-β-aminonitriles in high yield.
#
Comment
The palladium–pincer complex preferably activates acrylonitrile, even in the presence of ethyl acrylate. The palladium ketenimide is a key intermediate for the asymmetric induction. The palladium complex may promote other Lewis acid catalyzed reactions.
#
#
