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Synfacts 2007(6): 0630-0630
DOI: 10.1055/s-2007-968499
DOI: 10.1055/s-2007-968499
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Double-Allylation Reagents for Stereoselective Reactions
F. Peng, D. G. Hall*
University of Alberta, Edmonton, Canada
Further Information
Publication History
Publication Date:
22 May 2007 (online)
Significance
The Hall group has extended their work on allylation to include a very interesting molecule containing an allyl-boron and homo-allyl silyl group for a cascade-type, double allylation reagent. Very high ee values were obtained for the first (allyl boron) allylation under BF3×OEt2 conditions. Adding aldehydes and TMSOTf for the second allylation (allyl silane) provided substituted furans with high diastereoselectivity and concomitant high ee values.