Abstract

The diastereoselective anti aldol reactions of the β-keto imide 3a, the related ethyl ketone 20b, and its diastereomer 22b have been studied. In these aldol reactions, the chiral ethyl ketones 3a and 20b were found to exhibit the opposite sense of asymmetric induction in the analogous anti aldol bond constructions from the derived ( E) boron enolates. The relevance of this study to the synthesis of polypropionate natural products is discussed.

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