Organoiron complexes in organic synthesis. Part 27. Synthesis and reactivity of tricarbonyliron derivatives of 1,2-disubstituted 4-alkoxycyclohexadienylium cations

Abstract

The synthesis, and reactions with stable enolate nucleophiles, of 1,2-disubstituted 4-alkoxycyclohex-adienylium(tricarbonyl)iron complexes (3a), (3b), (3c), and (3d) is described. Only the 1,2-dimethyl-4-isopropoxycyclohexadienylium complex (3b) was found to react with nucleophiles with sufficiently high regioselectivity to allow a useful method of preparation of 3,4,4-trisubstituted cyclohexenones.