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Paper | Special issue | Vol 61, No. 1, 2003, pp.259-269
Published online, 4th August, 2003
DOI: 10.3987/COM-03-S34
Hexafluoroacetone as Protecting and Activating Reagent: An Efficient Strategy for Activation of Pyroglutamic Acid and Homologues

Ksenia Pumpor, Christoph Böttcher, Susanna Fehn, and Klaus Burger*

*Department of Organic Chemistry, University of Leipzig, Johannisallee 29, D-04103 Leipzig, Germany


Hexafluoroacetone-protected glutamic acid on treatment with thionyl chloride is transformed into a carboxy-activated pyroglutamic acid derivative. Likewise, the reaction sequence can be applied to aminoadipic acid and homologues.