Diastereoselective synthesis of diketopiperazine bis-α,β-epoxides.
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.
Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260, USA.
Shin
S
Ando
Amy L
AL
Grote
Kazunori
K
Koide
D018360:Crystallography, X-Ray; D054659:Diketopiperazines / Q000138:chemical synthesis* / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D054659:Diketopiperazines; D004852:Epoxy Compounds
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