Synfacts 2011(8): 0863-0863  
DOI: 10.1055/s-0030-1260738
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Chiral Furans by a Copper-Catalyzed Domino Process

Contributor(s): Mark Lautens, Stephen G. Newman
V. Rauniyar, Z. J. Wang, H. E. Burks, F. D. Toste*
University of California, Berkeley, USA
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20. Juli 2011 (online)


Cycloisomerization reactions allow complex molecules to be constructed in a manner which avoids stoichiometric waste products. The authors present a domino reaction whereby substituted enones cyclize to form cationic furans, which subsequently undergo asymmetric attack from indole nucleophiles.