Synfacts 2008(5): 0497-0497  
DOI: 10.1055/s-2008-1072663
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Asymmetric Heck Reactions with Aryl and Vinyl Chlorides

Contributor(s): Mark Lautens, Praew Thansandote
G. K. Datta, M. Larhed*
Uppsala University, Sweden
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Publikationsverlauf

Publikationsdatum:
23. April 2008 (online)

Significance

The authors have reported the first examples of asymmetric Heck reactions using aryl and vinyl chlorides. The scope is good for aryl substrates and limited for vinyl ones, though excellent enantioselectivities are usually seen. Vinyl triflates are more sluggish under these reaction conditions and only one successful example of an aryl triflate is shown. The reactions with aryl chlorides can also be executed under microwave heating to reduce reaction times, though the enantioselectivities are usually lower.