| Asymmetric synthesis of enantiomerically and diastereoisomerically enriched 4-[F or Br]-substituted glutamic acids. | |
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MedLine Citation:
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PMID: 20306095 Owner: NLM Status: In-Process |
Abstract/OtherAbstract:
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A novel simple synthetic protocol for the preparation of both (2S,4R)- and (2S,4S)-FGlu, applying Michael addition of methyl α-fluoroacrylate to a NiII complex of glycine Schiff base with BPB, was elaborated. In addition, same reaction of mentioned complex with ethyl α-bromoacrylate leads to the NiII complex of the Schiff base of BPB with (2S,4R)-4-bromo-glutamic acid monoester, that can be transformed into the corresponding complexes of 1-aminocyclopropane-1,2-dicarboxylic acid. The decomposition of the diastereoisomerically pure complexes leads to corresponding enantiomerically enriched (ee>98%) amino acids. |
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Authors:
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Yuri N Belokon; Victor I Maleev; Tatiana F Savel'eva; Margarita A Moskalenko; Dmitri A Pripadchev; Victor N Khrustalev; Ashot S Saghiyan |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2010-03-20 |
Journal Detail:
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Title: Amino acids Volume: 39 ISSN: 1438-2199 ISO Abbreviation: Amino Acids Publication Date: 2010 Nov |
Date Detail:
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Created Date: 2010-10-26 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9200312 Medline TA: Amino Acids Country: Austria |
Other Details:
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Languages: eng Pagination: 1171-6 Citation Subset: IM |
Affiliation:
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A. N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Science, B-334, Vavilova str. 28, Moscow, 119991, Russia. yubel@ineos.ac.ru |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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