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Synfacts 2007(6): 0614-0614
DOI: 10.1055/s-2007-968504
DOI: 10.1055/s-2007-968504
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Enantioselective Lewis Acid-Lewis Base Ring Opening of Epoxides
S. E. Denmark*, P. A. Barsanti, G. L. Beutner, T. W. Wilson
University Of Illinois, Urbana, USA
Further Information
Publication History
Publication Date:
22 May 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200706/lookinside/thumbnails/10.1055-s-2007-968504-1.jpg)
Significance
The authors describe a possible mechanism based on the number of detailed experiments conducted. An interesting finding presented here is the different binding mode of the epoxide comparing to the carbonyls (carbonyl group binds two molecules of phosphoramide while epoxides are limited to only one), probably due to the specific structural feature of the epoxide group.