Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol

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[figure: see text] Cleavage of an O-silyl ether in an N-BOC-protected pyroglutaminol using TBAF led to an unprecedented migration of the BOC group. An investigation of the mechanism, based on experimental data and quantum mechanical calculations, is presented. Similar migration was observed for N-Cbz and N-methoxycarbonyl groups.
Original languageEnglish
JournalOrganic Letters
Issue number3
Pages (from-to)433-5
Number of pages3
Publication statusPublished - 2001

    Research areas

  • Formic Acid Esters, Glutamic Acid, Magnetic Resonance Spectroscopy, Molecular Structure, Pyrroles, Quantum Theory, X-Ray Diffraction

ID: 40371953