Literature DB >> 18558685

Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones.

Nicolas Charrier1, Béatrice Quiclet-Sire, Samir Z Zard.   

Abstract

2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.

Entities:  

Year:  2008        PMID: 18558685     DOI: 10.1021/ja802899m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

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Authors:  Sonal Priya; Jimmie D Weaver
Journal:  J Am Chem Soc       Date:  2018-11-15       Impact factor: 15.419

2.  2-Fluoro-5-nitrophenyldiazonium: A Novel Sanger-Type Reagent for the Versatile Functionalization of Alcohols.

Authors:  Oliver Fischer; Markus R Heinrich
Journal:  Chemistry       Date:  2021-02-24       Impact factor: 5.236

3.  Some aspects of radical chemistry in the assembly of complex molecular architectures.

Authors:  Béatrice Quiclet-Sire; Samir Z Zard
Journal:  Beilstein J Org Chem       Date:  2013-03-18       Impact factor: 2.883

4.  Base-Promoted C-C Bond Activation Enables Radical Allylation with Homoallylic Alcohols.

Authors:  Maximilian Lübbesmeyer; Emily G Mackay; Mark A R Raycroft; Jonas Elfert; Derek A Pratt; Armido Studer
Journal:  J Am Chem Soc       Date:  2020-01-27       Impact factor: 15.419

  4 in total

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