Spirodiepoxides derived from the oxidation of allenes offer a concise route to highly functionalized carbonyl motifs. In the course of our studies of the reactivity of spirodiepoxides, we have demonstrated that carbon nucleophiles can add stereoselectively to generate highly substituted alpha-hydroxy ketones. Herein we report a range of carbon nucleophiles found to successfully alkylate spirodiepoxides.
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Back to The 37th Middle Atlantic Regional Meeting (May 22-25, 2005)