Stereocontrolled Formation of Three Contiguous Stereogenic Centers by Free Radical Cyclization – Synthesis of (+)-Iridomyrmecin and (–)-Iso-iridomyrmecin – Formal Synthesis of δ-Skythantine

✍ Scribed by Bernd Schöllhorn; Johann Mulzer

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 175 KB
• Volume: 2006
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200500711

✦ Synopsis

Abstract

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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)