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Synfacts 2008(5): 0504-0504  
DOI: 10.1055/s-2008-1072672
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of Highly Substituted Cyclopropanes

Contributor(s): Mark Lautens, Frédéric Ménard
J. M. Concellón*, H. Rodríguez-Solla, C. Méjica, E. G. Blanco, S. García-Granda, M. R. Díaz
Universidad de Oviedo, Spain
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Publication History

Publication Date:
23 April 2008 (online)

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Significance

Cyclopropanation of highly substituted and Z-conjugated alkenes remains a significant challenge. The authors report the expansion of their methodology to include the use of substituted carbenoid reagents (Org. Lett. 2007, 9, 2981; Synfacts 2007, 1070). The reaction seems stereospecific, as the dr in the products reflects the Z/E ratio of the starting alkene. The reaction is noteworthy for its practical simplicity.