Literature DB >> 28479613

Synthesis of olefins via a Wittig reaction mediated by triphenylarsine.

Lun Li1, Jared C Stimac1, Laina M Geary1.   

Abstract

An arsine-mediated Wittig reaction for the synthesis of olefins is described. After heating triphenylarsine in the presence of an activated alkyl bromide for 30 minutes, the resulting arsonium salt condensed with aldehydes in as little as 5 minutes at room temperature, yielding the olefins in high yields. Aromatic, heteroaromatic, and alkyl aldehydes were all suitable substrates for this process.

Entities:  

Keywords:  Olefination; Stereoselective; Wittig reaction

Year:  2017        PMID: 28479613      PMCID: PMC5414584          DOI: 10.1016/j.tetlet.2017.02.051

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  5 in total

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Authors:  Dean G Brown; Jonas Boström
Journal:  J Med Chem       Date:  2015-12-01       Impact factor: 7.446

2.  Catalytic asymmetric cross-dehydrogenative coupling: activation of C-H bonds by a cooperative bimetallic catalyst system.

Authors:  Weidi Cao; Xiaohua Liu; Ruixue Peng; Peng He; Lili Lin; Xiaoming Feng
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3.  Part I: the development of the catalytic Wittig reaction.

Authors:  Christopher J O'Brien; Zachary S Nixon; Andrew J Holohan; Stephen R Kunkel; Jennifer L Tellez; Bryan J Doonan; Emma E Coyle; Florie Lavigne; Lauren J Kang; Katherine C Przeworski
Journal:  Chemistry       Date:  2013-09-25       Impact factor: 5.236

4.  General route to 2,4,5-trisubstituted piperidines from enantiopure beta-amino esters. Total synthesis of pseudodistomin B triacetate and pseudodistomin F.

Authors:  D Ma; H Sun
Journal:  J Org Chem       Date:  2000-09-22       Impact factor: 4.354

Review 5.  The modern interpretation of the Wittig reaction mechanism.

Authors:  Peter A Byrne; Declan G Gilheany
Journal:  Chem Soc Rev       Date:  2013-08-21       Impact factor: 54.564

  5 in total
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1.  Synthesis and Evaluation of a Fluorine-18 Radioligand for Imaging Huntingtin Aggregates by Positron Emission Tomographic Imaging.

Authors:  Tanpreet Kaur; Allen F Brooks; Alex Lapsys; Timothy J Desmond; Jenelle Stauff; Janna Arteaga; Wade P Winton; Peter J H Scott
Journal:  Front Neurosci       Date:  2021-12-02       Impact factor: 4.677

  1 in total

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