A Convenient Approach to Polycyclic Derivatives with a cis-Fused 2,6-Dioxabicyclo[4.3.0]nonane System by the Sequence Ring-Opening/Intramolecular Ring-Closing Enyne Metathesis/Diels–Alder Reaction

✍ Scribed by Ana Aljarilla; Maria C. Murcia; Aurelio G. Csákÿ; Joaquín Plumet

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 361 KB
• Volume: 2009
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200800936

✦ Synopsis

Abstract

7‐Oxanorbornene derivatives functionalized with alkyneappendages undergo intramolecular enyne metathesis reactions to give cis‐fused 2,6‐dioxabicyclo[4.3.0]nonane derivatives. These compounds have a diene functionality thatallows their reaction with dienophiles (N‐phenylmaleimide) to yield densely functionalized polycyclic compounds. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)