Stereoselective Formation of Alkenyl Halides via Magnesium Halide Promoted Ring Opening of Bis-Activated Cyclopropenes
Yi Wang and Hon Wai Lam*
*School of Chemistry, University of Edinburgh, The King's
Buildings, West Mains Road, Edinburgh, EH9 3JJ, United Kingdom, Email: h.lam
ed.ac.uk
Y. Wang, H. W. Lam, J. Org. Chem., 2009, 74, 1353-1355.
DOI: 10.1021/jo802475x
Abstract
Various bis-activated cyclopropenes undergo highly stereoselective ring-opening reactions to produce multisubstituted alkenyl halides in the presence of stoichiometric magnesium halides. Trapping of the magnesium enolate intermediates in situ allows the synthesis of highly functionalized compounds.
see article for more examples
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Key Words
Cyclopropenes, Alkenyl Iodides, Alkenyl Bromides, Alkenyl Chlorides, 1,4-Additions, Multicomponent Reactions
ID: J42-Y2009-0420
