Gheorghe, Alexandru and Schulte, M. and Reiser, Oliver (2006) Synthesis of functionalized pyrrolidin-2-ones and (S)-Vigabatrin from pyrrole. JOURNAL OF ORGANIC CHEMISTRY, 71 (5). pp. 2173-2176. ISSN 0022-3263,
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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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | AMINOCYCLOPROPANE CARBOXYLIC-ACIDS; ASYMMETRIC CONJUGATE ADDITIONS; CHIRAL BICYCLIC LACTAMS; L-GLUTAMIC ACID; STEREOSELECTIVE-SYNTHESIS; STEREOCONTROLLED SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; AMINO-ACIDS; ANALOGS; AMINOTRANSFERASE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 18 Feb 2021 07:53 |
| Last Modified: | 18 Feb 2021 07:53 |
| URI: | https://pred.uni-regensburg.de/id/eprint/34795 |
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