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Synfacts 2010(5): 0563-0563
DOI: 10.1055/s-0029-1219671
DOI: 10.1055/s-0029-1219671
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Oxazaborolidine-Catalyzed Diels-Alder Reaction of Maleimides
S. Mukherjee, E. J. Corey*
Harvard University, Cambridge, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. April 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201005/lookinside/thumbnails/10.1055-s-0029-1219671-1.jpg)
Significance
This combined acid system affords a general highly enantioselective Diels-Alder reaction of malemides bearing an N-benzyl, N-phenyl, or N-alkyl group. This method allows for the formation of a quaternary stereocenter, which is one of the most difficult challenges in the asymmetric Diels-Alder reaction.