Literature DB >> 20936814

Chromatography-free Wittig reactions using a bifunctional polymeric reagent.

Peter Shu-Wai Leung1, Yan Teng, Patrick H Toy.   

Abstract

The first example of a polystyrene bearing two distinct reagent groups has been prepared. This phosphine and amine functionalized material was used in one-pot Wittig reactions with an aldehyde and either an α-halo-ester, -ketone, or -amide. Due to the heterogeneous nature of the polymer, the desired alkene product of these reactions could be isolated in excellent yield in essentially pure form after only filtration and solvent removal.

Entities:  

Year:  2010        PMID: 20936814     DOI: 10.1021/ol1021614

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors.

Authors:  Anneli Nordqvist; Christofer Björkelid; Mounir Andaloussi; Anna M Jansson; Sherry L Mowbray; Anders Karlén; Mats Larhed
Journal:  J Org Chem       Date:  2011-10-07       Impact factor: 4.354

2.  Rasta resin-triphenylphosphine oxides and their use as recyclable heterogeneous reagent precursors in halogenation reactions.

Authors:  Xuanshu Xia; Patrick H Toy
Journal:  Beilstein J Org Chem       Date:  2014-06-20       Impact factor: 2.883

3.  DualPhos: a versatile, chemoselective reagent for two-carbon aldehyde to latent (E)-alkenal homologation and application in the total synthesis of phomolide G.

Authors:  David McLeod; James McNulty
Journal:  R Soc Open Sci       Date:  2016-11-23       Impact factor: 2.963

4.  Silica gel-mediated organic reactions under organic solvent-free conditions.

Authors:  Satoaki Onitsuka; Yong Zhi Jin; Ajam C Shaikh; Hiroshi Furuno; Junji Inanaga
Journal:  Molecules       Date:  2012-09-27       Impact factor: 4.411

5.  Chromatography-Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur.

Authors:  András Gy Németh; Renáta Szabó; Attila Domján; György M Keserű; Péter Ábrányi-Balogh
Journal:  ChemistryOpen       Date:  2020-12-30       Impact factor: 2.630

6.  Ca(OH)2-Catalyzed Condensation of Aldehydes with Methyl ketones in Dilute Aqueous Ethanol: A Comprehensive Access to α,β-Unsaturated Ketones.

Authors:  Lei Yu; Mengting Han; Jie Luan; Lin Xu; Yuanhua Ding; Qing Xu
Journal:  Sci Rep       Date:  2016-07-22       Impact factor: 4.379

7.  Chemoselective α,β-Dehydrogenation of Saturated Amides.

Authors:  Christopher J Teskey; Pauline Adler; Carlos R Gonçalves; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2018-12-07       Impact factor: 15.336

  7 in total

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