Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol

Lennart Bunch, Per-Ola Norrby, Karla Frydenvang, Povl Krogsgaard-Larsen, Ulf Madsen

Research output: Contribution to journalJournal articleResearchpeer-review


Cleavage of an O-silyl ether in an NBOC 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 KCbz and N-methoxycarbonyl groups.
Original languageEnglish
Issue number3
Pages (from-to)433-435
Publication statusPublished - 2001

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