Tuesday, 24 May 2005

This presentation is part of: Organic Posters

Stereoselective Synthesis of Alpha-hydroxy Ketones: Addition of Carbon Nucleophiles to Spirodiepoxides

Jennifer Inghrim and Lawrence J. Williams. Rutgers University, Piscataway, NJ

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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