Mahboobi, Siavosh and Popp, Alfred and Burgemeister, Thomas and Schollmeyer, Dieter (1998) Diastereoselective synthesis of (-)-1-methyl-(3S,4R)-3,4-bis((2S)-N-(tert-butyloxycarbonyl)pyrrolidin-2-yl)-2-pyrrolidinone by an asymmetric Michael reaction. TETRAHEDRON-ASYMMETRY, 9 (13). pp. 2369-2376. ISSN 0957-4166
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Beginning with enantiomerically pure L-proline, (-)-1-methyl-(3S,4R)-3,4-bis((2S)-N-(tert-butyloxy- carbonyl)pyrrolidin-2-yl)-2-pyrrolidinone was prepared in diastereomerically pure form. Taking advantage of the chiral induction of the L-proline derivatives, the intermolecular Michael reaction, used to build the pyrrolidinone ring, was carried out stereoselectively. (C) 1998 Elsevier Science Ltd. All rights reserved.
Item Type: | Article |
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Uncontrolled Keywords: | CARBAZOLE DERIVATIVES; ADDITION-REACTIONS; INDUCTION |
Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 615 Pharmacy |
Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry I (Prof. Elz) Chemistry and Pharmacy > Institut für Organische Chemie |
Depositing User: | Dr. Gernot Deinzer |
Date Deposited: | 23 Feb 2023 11:19 |
Last Modified: | 23 Feb 2023 11:19 |
URI: | https://pred.uni-regensburg.de/id/eprint/49678 |
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