Rhodium promoted isomerisation of allylic alkoxides: a new method for enolate anion formation

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Lewis J. Gazzard, William B. Motherwell and David A. Sandham


Abstract

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.


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