Synfacts 2009(6): 0644-0644  
DOI: 10.1055/s-0029-1217149
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel-Catalyzed Hydroalkynylation of Methylenecyclopropanes

Contributor(s): Mark Lautens, David A. Candito
M. Shirakura, M. Suginome*
Kyoto University, Japan
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25. Mai 2009 (online)


Substituted cyclopropanes are important building blocks in organic synthesis. The authors report a highly regio- and stereoselective hydroalkynylation of methylene cyclopropenes providing substituted cyclopropanes. This report represents a rare example of the addition of a simple terminal alkyne to cyclopropene. The regioselectivity of the hydronickelation is also noteworthy.