Synfacts 2007(4): 0426-0426  
DOI: 10.1055/s-2007-968334
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Titanium-Mediated Cyclopropanation of Imides

Contributor(s): Paul Knochel, Andrei Gavryushin
P. Bertus*, J. Szymoniak
Université de Reims Champagne-Ardenne, France
Further Information

Publication History

Publication Date:
23 March 2007 (online)

Significance

This is an interesting modification of the Kulinkovich reaction, now allowing the direct preparation of polycyclic spirolactams and amines with cyclopropyl rings from simple imides. The products can be converted into functionalized amino acids bearing a cyclopropyl moiety, which are interesting intermediates for the synthesis of new biologically active compounds or can be converted into bis(cyclopropyl)amines. This reaction can be applied to the synthesis of various natural alkaloids and their analogues.