| Tandem intramolecular Michael-aldol reaction as a tool for the construction of the C-ring of hexacyclinic acid. | |
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MedLine Citation:
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PMID: 16869641 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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[reaction: see text] The tandem intramolecular Michael-aldol reaction was studied as a tool for the construction of the C-ring of hexacyclinic acid. By changing the reaction conditions it was possible to selectively obtain either the kinetic or the thermodynamic product. Retro-aldol reaction and subsequent epimerization provides four individual cyclopentane derivatives that can be incorporated as building blocks in natural product syntheses. |
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Authors:
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Andriy Stelmakh; Timo Stellfeld; Markus Kalesse |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Organic letters Volume: 8 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2006 Aug |
Date Detail:
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Created Date: 2006-07-27 Completed Date: 2007-06-06 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 3485-8 Citation Subset: IM |
Affiliation:
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Institute of Organic Chemistry, University of Hannover, Schneiderberg 1B, 30167 Hannover, Germany. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Crystallography, X-Ray Heterocyclic Compounds with 4 or More Rings / chemical synthesis*, chemistry Macrolides / chemical synthesis*, chemistry Molecular Conformation Molecular Structure Streptomyces / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Heterocyclic Compounds with 4 or More Rings; 0/Macrolides; 0/hexacyclinic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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