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Synthesis of Functionalized Pyrrolidin-2-ones and
(S)-Vigabatrin from Pyrrole

Gheorghe, Alexandru ; Schulte, Michael ; Reiser, Oliver



Abstract

Starting from pyrrole, the novel 3,4-didehydropyrohomoglutamate 8 or (ent)-8 can be efficiently synthesized in up to 91% ee, which can be utilized as a versatile building block toward functionalized pyrrolidin-2-ones. Moreover, (ent)-8 can be readily converted to (S)-Vigabatrin, being an irreversible inhibitor for GABA-T, which is used as adjunctive therapy in patients that suffer from epilepsy.


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