Synfacts 2008(11): 1194-1194  
DOI: 10.1055/s-0028-1083451
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Cycloaddition of Bis-Sulfonyl Ethylene

Contributor(s): Hisashi Yamamoto, Marina Naodovic
A. López-Pérez, J. Adrio, J. C. Carretero*
Universidad Autónoma de Madrid, Spain
Further Information

Publication History

Publication Date:
23 October 2008 (online)

Significance

Asymmetric [3+2] cycloadditions of azomethine ylides are one the most efficient protocols for the preparation of chiral pyrrolidines. The major drawback of these reactions is the limitation in substrate scope of electron-deficient dipolarophiles. In this report, Carretero and co-workers introduce bis-sulfonyl ethylene which acts as an acetylene surrogate, species which are unprecedented substrates for cycloaddition with azomethine ylides.