om051008q_si_001.pdf (189.37 kB)
Coupling of N-Heterocycle-Fused Enyne Aldehydes with γ,δ-Unsaturated Fischer Carbene Complexes
journal contribution
posted on 2006-02-27, 00:00 authored by Jianwei Zhang, Yanshi Zhang, Wayne F. K. Schnatter, James W. HerndonThe coupling of γ,δ-unsaturated Fischer carbene complexes with enyne aldehyde derivatives fused to
indole, imidazole, and pyrazole ring systems has been examined. The reaction leads to heterocycles fused
to the hydronaphthalene ring system in a single step. The products of the reaction feature heterocycles
fused either to benzene rings or to a cyclohexane ring. The product distribution correlates with the electronic
richness of the heterocyclic ring. A moderate degree of diastereoselectivity was observed using heterocycles
featuring chiral nitrogen substituents.