Stereocontrolled formation of three contiguous stereogenic centers by free radical cyclization - synthesis of (+)-iridomyrmecin and (-)-isoiridomyrmecin - formal synthesis of delta-skythantine

Schollhorn, Bernd; Mulzer, Johann.   

European Journal of Organic Chemistry  (2006),   (4),  901-908.

A synthesis of (+)-iridomyrmecin (1), a naturally occurring insecticide with antibiotic properties, via free radical cyclization is described. In this key step, three contiguous stereogenic centers are generated with a high level of stereocontrol.