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Diastereoselective Synthesis of Diketopiperazine Bis-α,β-epoxides

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posted on 18.02.2011, 00:00 by Shin Ando, Amy L. Grote, Kazunori Koide
Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-α,β-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.