Download PDF
Synfacts 2006(5): 0487-0487  
DOI: 10.1055/s-2006-934424
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Intramolecular Cyclopropanation of Unsaturated Terminal Aziridines

Contributor(s): Paul Knochel, Andrei Gavryushin
P. G. Humphreys, J. G. Ward, D. M. Hodgson*
University of Oxford, UK
Further Information

Publication History

Publication Date:
21 April 2006 (online)

    Permissions and Reprints

Significance

This synthetic method elegantly utilizes the carbenoid character of lithiated 3-membered heterocycles. The 2-aminobicyclohexane scaffold that formed in the discovered reaction is an important structural motif in a number of modern pharmaceutical agents. This approach allows an easy construction of functionalized polycyclic and vinylcyclopropane structures, bearing an amino group, which are difficult to achieve by other methods.