Tandem Sequential Ring-Closing Metathesis/Diels–Alder/Cross-Metathesis: Formation of Polycyclic Compounds by a New Three-Component Reaction†
Polycyclic oxygenated compounds have been generated from penta- or hexadienyl propargyl ethers by a new procedure that combines the selective formation of a 1,3-diene by ring-closing metathesis (RCM), a Diels–Alder (DA) reaction and subsequent cross-metathesis (CM) with a chosen alkene, which allows the functionalization of the vinyl group generated during the first step. All these processes can be performed in a one-pot reaction with a yield of up to 63 %. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)