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Synthesis of carbapyochelins via diastereoselective azidation of 5-(ethoxycarbonyl)methylproline derivatives
Authors:Liyanage Wathsala  Weerasinghe Laksiri  Strong Roland K  Del Valle Juan R
Affiliation:Department of Chemistry and Biochemistry, New Mexico State University, MSC3C, Las Cruces, New Mexico 88003, USA.
Abstract:Two configurationally stable carbon-based analogues of pyochelin have been prepared from Boc-pyroglutamic acid-tert-butyl ester in 11 and 13 steps. Introduction of the amino group was achieved by a highly diastereoselective electrophilic azidation reaction to afford novel bis-alpha-amino acid proline derivatives.
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