Combination of RCM and the Pauson–Khand Reaction: One-Step Synthesis of Tricyclic Structures

✍ Scribed by Marta Rosillo; Eduardo Arnáiz; Delbrin Abdi; Jaime Blanco-Urgoiti; Gema Domínguez; Javier Pérez-Castells

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 293 KB
• Volume: 2008
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200800332

✦ Synopsis

Abstract

The combination of ring‐closing metathesis (RCM) followed by an intramolecular Pauson–Khand reaction gives direct entry to tricyclic compounds. The RCM was carried out on a hexacarbonylcobalt‐complexed alkyne, this complex acting as a protecting group against enyne metathesis. The procedure was studied for dienynes containing heteroatoms and allows the building of [6,5,5] and [7,5,5] tricyclic systems. The feasibility of the process depends strongly on the nature of the substrate.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)