Hydrogen bonding in organic synthesis. Part 6. C-Alkylation of β-dicarbonyl compounds using tetra-alkylammonium fluorides
Abstract
Mono-C-alkylation of a number of β-dicarbonyl compounds using alkyl iodides and tetra-alkylammonium fluorides is described. Yields are high with primary iodides and isopropyl iodide, but much lower with s-butyl and t-butyl iodides. The reactions occur under mild conditions with no apparent O-alkylation or other competing reactions.