A solution- and solid-phase approach to tetrahydroquinoline-derived polycyclics having a 10-membered ring

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DOIResolve DOI: http://doi.org/10.1021/cc049941o
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TypeArticle
Journal titleJournal of Combinatorial Chemistry
ISSN1520-4766
Volume6
Issue5
Pages724734; # of pages: 11
AbstractWith the goal of library generation using a polycyclic derivative 5 having an enamide functional group, a simple and practical, enantioselective synthesis of tetrahydroquinoline derivative 2 was achieved. The phenolic hydroxyl group in compound 2 was utilized as an anchoring site for solid-phase synthesis. The ring closing metathesis approach yielded the desired polycyclic product 5 on solid phase in five steps (overall 40% yield). Compound 5 is a novel scaffold for the library generation of natural product-like polycyclics having a functionalized medium ring for obtaining a new class of small molecules to be utilized as chemical probes.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
Identifier18517171
NPARC number12340957
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Record identifier622ffa77-1e35-49ad-ae93-9b845cc2d3fe
Record created2009-09-11
Record modified2016-05-09
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