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  Iron‐Catalyzed Ring‐Closing C−O/C−O Metathesis of Aliphatic Ethers

Biberger, T., Makai, S., Lian, Z., & Morandi, B. (2018). Iron‐Catalyzed Ring‐Closing C−O/C−O Metathesis of Aliphatic Ethers. Angewandte Chemie International Edition, 57(23), 6940-6944. doi:10.1002/anie.201802563.

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 Creators:
Biberger, Tobias1, Author           
Makai, Szabolcs2, Author           
Lian, Zhong2, Author           
Morandi, Bill2, Author           
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
2Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2040309              

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Free keywords: ethers; iron catalysis; metathesis; morpholines; tetrahydrofuranes
 Abstract: Among all metathesis reactions known to date in organic chemistry, the metathesis of multiple bonds such as alkenes and alkynes has evolved into one of the most powerful methods to construct molecular complexity. In contrast, metathesis reactions involving single bonds are scarce and far less developed, particularly in the context of synthetically valuable ring‐closing reactions. Herein, we report an iron‐catalyzed ring‐closing metathesis of aliphatic ethers for the synthesis of substituted tetrahydropyrans and tetrahydrofurans, as well as morpholines and polycyclic ethers. This transformation is enabled by a simple iron catalyst and likely proceeds via cyclic oxonium intermediates.

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Language(s): eng - English
 Dates: 2018-02-282018-03-302018-06-04
 Publication Status: Issued
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201802563
 Degree: -

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Title: Angewandte Chemie International Edition
  Other : Angew. Chem., Int. Ed.
  Other : Angew. Chem. Int. Ed.
  Other : Angewandte Chemie, International Edition
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 57 (23) Sequence Number: - Start / End Page: 6940 - 6944 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851