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- W2949671038 abstract "The total synthesis of nannochelin A, a lysine-basd cinnamoyl hydroxamate produced by Nannocystis exedens, is described. The key transformation involves construction of the Nε-cinnamoyl-Nε-hydroxy-l-lysine methyl ester fragment by partial reduction of the lactam carbonyl of 6 derived from l-lysine, oximation of this aldehyde equivalent compound 8 with O-[2-(trimethylsilyl)ethyl]hydroxylamine, and reduction of the oxime 10, followed by N-acylation prior to coupling with the external carbonyls of citric acid. This methodology will be applicable to synthesis of other hydroxamate-containing siderophores bearing hydrogenolyzable groups in the molecule." @default.
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- W2949671038 date "1996-01-01" @default.
- W2949671038 modified "2023-10-03" @default.
- W2949671038 title "A Total Synthesis of Nannochelin A. A Short Route to Optically Active <i>N</i><sup>ω</sup>-Hydroxy-α-amino Acid Derivatives" @default.
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- W2949671038 doi "https://doi.org/10.1021/jo961458f" @default.
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