JOURNAL ARTICLE

Iron‐N,N,N',N'‐Tetramethylethylenediamine‐Catalyzed Selective Substitution of Functionalized Diene and Triene Monoepoxides with Aliphatic Grignard Reagents.

  • Published In: Advanced Synthesis & Catalysis, 2024, v. 366, n. 24. P. 5183 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Kobayashi, Shoma; Abe, Kazuma; Hata, Takeshi 3 of 3

Abstract

When γ,δ‐epoxy‐α,β‐unsaturated esters were treated with 3 equiv. of aliphatic Grignard reagents in the presence of 10 and 20 mol% FeCl2 and N,N,N',N'‐tetramethylethylenediamine, regio‐ and stereoselective substitution of the epoxide moiety with the aliphatic Grignard reagent occurred, producing exclusively δ‐hydroxy‐γ‐alkyl‐α,β‐unsaturated esters. Similarly, γ,δ‐epoxy‐α,β,ϵ,ζ‐unsaturated esters and amides underwent transformation to the corresponding δ‐hydroxy‐γ‐alkyl‐α,β,ϵ,ζ‐unsaturated esters and amides as single isomers, respectively. [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:Advanced Synthesis & Catalysis. 2024/12, Vol. 366, Issue 24, p5183
  • Document Type:Article
  • Subject Area:Geology
  • Publication Date:2024
  • ISSN:1615-4150
  • DOI:10.1002/adsc.202400832
  • Accession Number:181948353
  • Copyright Statement:Copyright of Advanced Synthesis & Catalysis is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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