Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 13, Pages 4655-4665Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo9004487
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The one-pot conversion of readily available beta-amino acid into beta-amino acid derivatives was carried out in good yields. The method is a sequential process initiated by a tandem radical decarboxylation-oxidation reaction the resulting acyliminium ion was trapped by silyl ketenes. Stoichiometric and catalytic versions of this reaction were developed and then applied to prepare. modified di- and tripeptides. Interestingly, some tripeptides formed expanded beta-turns in the solid state.
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