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 2010(10): 1169-1169
DOI: 10.1055/s-0030-1258683
DOI: 10.1055/s-0030-1258683
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Lewis Acid Catalyzed Asymmetric Rearrangement of 3-Allyloxyflavones
J.-C. Marié, Y. Xiong, G. K. Min, A. R. Yeager, T. Taniguchi, N. Berova, S. E. Schaus*, J. A. Porco Jr.*
Boston University and Columbia University, New York, USA
Further Information
Publication History
Publication Date:
22 September 2010 (online)
Significance
The asymmetric rearrangement described allows for the construction of fully substituted quaternary carbon centers with high enantio-selectivity. This process tolerates a variety of electron-donating and electron-withdrawing groups on the aryl rings. However, the reaction is sensitive to groups on the 2-position of the olefin. The resulting 3,4-chromanediones can be further elaborated to generate novel heterocyclic structures.