| Formal total synthesis of neopeltolide. | |
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MedLine Citation:
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PMID: 18302399 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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A concise synthesis of the core structure of the macrolide neopeltolide was developed featuring a Prins cyclization to fashion the pyran ring. Key steps in the synthesis of aldehyde 16 were a Leighton allylation and a Feringa-Minnaard asymmetric methyl cuprate addition to an unsaturated thioester. For lactonization, a classical Yamaguchi macrolactonization was used. The longest linear sequence consists of 17 steps providing lactone 26 with an overall yield of 23%. |
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Authors:
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Viktor V Vintonyak; Martin E Maier |
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Publication Detail:
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Type: Journal Article Date: 2008-02-27 |
Journal Detail:
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Title: Organic letters Volume: 10 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2008 Mar |
Date Detail:
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Created Date: 2008-03-13 Completed Date: 2008-06-19 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: 1239-42 Citation Subset: - |
Affiliation:
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Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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