Synfacts 2011(3): 0315-0315  
DOI: 10.1055/s-0030-1259426
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Cross-Coupling of Metalated Aziridines

Contributor(s): Paul Knochel, Thomas Kunz
J. M. Nelson, E. Vedejs*
University of Michigan, Ann Arbor, USA
Further Information

Publication History

Publication Date:
16 February 2011 (online)

Significance

In this work a palladium-catalyzed cross-coupling of an aziridinylzinc chloride intermediate with alkenyl and aryl iodides and bromides is disclosed. Only low catalyst loadings (2.5 mol%) are required and the aziridine stereo­chemistry is retained. The synthetic utility is shown in the synthesis of an analogue of l-furanomycin.