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  Exploiting the Reversibility of Olefin Metathesis. Syntheses of Macrocyclic Trisubstituted Alkenes and (R,R)-(−)-Pyrenophorin

Fürstner, A., Thiel, O. R., & Ackermann, L. (2001). Exploiting the Reversibility of Olefin Metathesis. Syntheses of Macrocyclic Trisubstituted Alkenes and (R,R)-(−)-Pyrenophorin. Organic Letters, 3(3), 449-451. doi:10.1021/ol0069554.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0024-34CC-B Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0024-34CD-9
Genre: Journal Article

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Fürstner, Alois1, Author           
Thiel, Oliver R.1, Author           
Ackermann, Lutz1, Author           
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1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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 Abstract: The formation of the trisubstituted cycloalkene 7 by RCM of diene 5 proceeds via the acyclic dimer 6, thus demonstrating the ready reversibility of olefin metathesis if catalyzed by “second generation” ruthenium carbene complexes such as 2−4. When applied to acrylate 11, these catalysts trigger a cyclooligomerization process that evolves with time and serves as key step en route to the lactide antibiotic (−)-pyrenophorin 8.

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Language(s): eng - English
 Dates: 2000-12-042001-01-122001-02-08
 Publication Status: Issued
 Pages: 3
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/ol0069554
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Title: Organic Letters
  Other : Org. Lett.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: 3 Volume / Issue: 3 (3) Sequence Number: - Start / End Page: 449 - 451 Identifier: ISSN: 1523-7060
CoNE: https://pure.mpg.de/cone/journals/resource/954925626338