| Enantiopure Synthesis of Side Chain Modified alpha-Amino Acids and 5-cis-Alkyl Prolines. | |
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MedLine Citation:
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PMID: 22616793 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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A short, concise synthesis of enantiopure, side chain-modified a-amino acids such as 4-oxo-L-norvaline, 6-oxo-L-homonorleucine, 5-cis-alkyl prolines is described. Knoevenagel condensation of L-aminocarboxylate-derived b-ketoesters with aldehydes followed by reductive decarboxylation results unnatural a-amino acids in good yield. A fluorescent amino acid is synthesized using a similar protocol. These studies show that aminocarboxylate-derived b-ketoesters are very useful intermediates and the method employed is both general and practical for the preparation of γ(δ)-oxo a-amino acids and alkylprolines. |
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Authors:
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Amar Mohite; Ramakrishna G Bhat |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-5-22 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: - ISSN: 1520-6904 ISO Abbreviation: - Publication Date: 2012 May |
Date Detail:
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Created Date: 2012-5-23 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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