| Asymmetric syntheses of APTO and AETD: the beta-amino acid fragments within microsclerodermins C, D and E. | |
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MedLine Citation:
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PMID: 23379896 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Efficient asymmetric syntheses of APTO and AETD, the highly functionalised beta-amino acid fragments within microsclerodermins C, D and E, are reported. The conjugate addition of lithium (R)-N-benzyl-N-(alpha-methylbenzyl)amide to tert-butyl (E,E)-7-(triisopropylsilyloxy)hepta-2,4-dienoate and in situ enolate oxidation with (-)-camphorsulfonyloxaziridine, diastereoselective dihydroxylation of a 2,3-syn-gamma,delta-unsaturated-alpha-hydroxy-beta-amino ester derivative under Donohoe conditions, and a Julia-Kocieński olefination were used as the key steps. |
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Authors:
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Stephen G Davies; Ai Matsuno Fletcher; Emma M Foster; James A Lee; Paul M Roberts; James E Thomson |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2013-2-4 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: - ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2013 Feb |
Date Detail:
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Created Date: 2013-2-5 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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