Literature DB >> 18683940

Concise route to triquinanes from pyran-2-ones.

Lei Li1, Robert McDonald, F G West.   

Abstract

Treatment of ether-bridged cyclooctatrienes (formed via intramolecular [4 + 4]-photocycloaddition of pyran-2-ones bearing pendent furans, followed by thermal decarboxylation) with excess MeLi furnishes triquinane ring systems via an apparent sequence of beta-elimination, 1,5-hydrogen shift, and transannular aldolization.

Entities:  

Year:  2008        PMID: 18683940     DOI: 10.1021/ol8013683

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Intramolecular [1 + 4 + 1] cycloaddition: establishment of the method.

Authors:  Douglass F Taber; Pengfei Guo; Na Guo
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

2.  Modular access to functionalized 5-8-5 fused ring systems via a photoinduced cycloisomerization reaction.

Authors:  Anna E Salvati; James A Law; Josue Liriano; James H Frederich
Journal:  Chem Sci       Date:  2018-05-25       Impact factor: 9.825

  2 in total

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