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

Gheorghe, Alexandru and Schulte, Michael and Reiser, Oliver (2006) Synthesis of Functionalized Pyrrolidin-2-ones and
(S)-Vigabatrin from Pyrrole.
The Journal of Organic Chemistry 71 (5), pp. 2173-2176.

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Other URL: http://dx.doi.org/10.1021/jo0524472


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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Item type:Article
Date:3 March 2006
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Identification Number:
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Deposited on:06 Sep 2006
Last modified:05 Aug 2009 13:22
Item ID:368
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