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  Iron-Catalyzed Cross-Coupling of 1-Alkynylcyclopropyl Tosylates and Related Substrates

Tindall, D. J., Krause, H., & Fürstner, A. (2016). Iron-Catalyzed Cross-Coupling of 1-Alkynylcyclopropyl Tosylates and Related Substrates. Advanced Synthesis & Catalysis, 358(15), 2398-2403. doi:10.1002/adsc.201600357.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-260B-6 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-260C-4
Genre: Journal Article

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 Creators:
Tindall, Daniel J.1, Author           
Krause, Helga1, Author           
Fürstner, Alois1, Author           
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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Free keywords: cross-coupling; cyclopropanes; Grignard reagents; iron; propargylic substitution
 Abstract: 1-Alkynylcyclopropyl tosylates react with alkylmagnesium halides in the presence of catalytic ferric acetylacetonate [Fe(acac)3] under net propargylic substitution; allene formation, which is the prevalent reactivity mode of propargylic substrates otherwise, was noticed as a side reaction only when branched alkyl- or aryl-Grignard reagents were used. These transformations represent the first successful iron-catalyzed cross-coupling reactions of tert-alkyl electrophiles.

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Language(s): eng - English
 Dates: 2016-04-052016-05-022016-05-252016-07-28
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/adsc.201600357
 Degree: -

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Title: Advanced Synthesis & Catalysis
  Abbreviation : Adv. Synth. Catal.
Source Genre: Journal
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Publ. Info: Weinheim, Fed. Rep. of Germany : Wiley-VCH Verlag GmbH
Pages: - Volume / Issue: 358 (15) Sequence Number: - Start / End Page: 2398 - 2403 Identifier: ISSN: 1615-4150
CoNE: https://pure.mpg.de/cone/journals/resource/958634688013