| Synthesis studies on the Melodinus alkaloid meloscine. | |
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MedLine Citation:
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PMID: 23316092 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The pentacyclic Melodinus alkaloid (±)-meloscine was synthesized in 19 chemical steps from 2-bromobenzaldehyde through a route featuring an allenyl azide cyclization cascade to deliver the core azabicyclo[3.3.0]octane substructure. Peripheral functionalization of this core included a Tollens-type aldol condensation to set the quaternary center at C(20) and a diastereoselective ring closing metathesis to forge the tetrahydropyridine ring. |
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Authors:
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Ken S Feldman; Joshua F Antoline |
Publication Detail:
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Type: JOURNAL ARTICLE |
Journal Detail:
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Title: Tetrahedron Volume: 69 ISSN: 0040-4020 ISO Abbreviation: Tetrahedron Publication Date: 2013 Feb |
Date Detail:
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Created Date: 2013-1-14 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2984170R Medline TA: Tetrahedron Country: - |
Other Details:
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Languages: ENG Pagination: 1434-1445 Citation Subset: - |
Affiliation:
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Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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