| An Enantioselective Total Synthesis of Helioporins C and E. | |
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MedLine Citation:
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PMID: 23148527 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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A short and enantioselective total synthesis of helioporins C and E, which are bioactive marine diterpenes containing a serrulatane or amphilectane skeleton, was elaborated. The chirogenic step, i.e. a Cu(I)-catalyzed allylic alkylation of a cinnamyl chloride with methylmagnesium bromide, proceeded with virtually complete enantioselectivity (99% ee) in the presence of a chiral phosphine-phosphite ligand. The other stereocenters were diastereoselectively established through Me(2)AlCl-mediated cationic cyclization and Ir-catalyzed hydrogenation. |
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Authors:
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Wibke Lölsberg; Susen Werle; Jörg-Martin Neudörfl; Hans-Günther Schmalz |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-11-13 |
Journal Detail:
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Title: Organic letters Volume: - ISSN: 1523-7052 ISO Abbreviation: Org. Lett. Publication Date: 2012 Nov |
Date Detail:
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Created Date: 2012-11-14 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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Department of Chemistry, University of Cologne , Greinstrasse 4, 50939 Köln, Germany. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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