Lewis acid catalyzed [1,3]-sigmatropic rearrangement of vinyl aziridines.

Org Lett

Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.

Published: November 2008

This paper details the copper-catalyzed ring expansion of vinyl aziridines to 3-pyrrolines. Broad substrate scope (24 examples) using tosyl- and phthalimide-protected vinyl aziridine substrates is observed. Cu(hfacac)2 was determined to be superior to all other catalysts tested.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2646081PMC
http://dx.doi.org/10.1021/ol802123eDOI Listing

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