Transition metal mediated isomerisation of allylic alkoxides is presented as a new method for enolate anion generation. The scope and limitations of enolate formation with the catalysts [Rh(dppe)(THF)2]+ClO4– and (Ph3P)3RhCl are explored and the synthetic potential of the methodology demonstrated in the stereoselective formation and reactions of certain ketone and aldehyde enolates.
L. J. Gazzard, W. B. Motherwell and D. A. Sandham, J. Chem. Soc., Perkin Trans. 1, 1999, 979 DOI: 10.1039/A901370I
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