Aldol-equivalent elaboration of sterically hindered ketiones: methallylmagnesium chloride as a synthon for acetone enolate

WH Bunnelle, MA Rafferty…

Index: Bunnelle, William H.; Rafferty, Moira A.; Hodges, Stephen L. Journal of Organic Chemistry, 1987 , vol. 52, # 8 p. 1603 - 1605

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Citation Number: 13

Abstract

The aldol condensation has long been one of the most useful methods for the construction of carbon-carbon bonds. Modern variants on this venerable process, which allow the controlled cross-condensation of two dissimilar carbonyl compounds, have greatly extended the synthetic utility of the aldol reaction.'Nonetheless, important limitations still exist. For example, enolate additions to sterically hindered ketones are troublesome, presumably ...