Literature DB >> 19216514

Stereoselective one-pot, three-component synthesis of 4-aryltetrahydropyran via Prins-Friedel-Crafts reaction.

U C Reddy1, S Bondalapati, Anil K Saikia.   

Abstract

A diastereoselective one-pot, three-component Prins-Friedel-Crafts reaction was developed for the synthesis of 4-aryltetrahydropyran derivatives from the reaction of carbonyl compounds with homoallylic alcohol in the presence of arene promoted by boron trifluoride etherate.

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Year:  2009        PMID: 19216514     DOI: 10.1021/jo802531h

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Use of a tandem Prins/Friedel-Crafts reaction in the construction of the indeno-tetrahydropyridine core of the haouamine alkaloids: formal synthesis of (-)-haouamine A.

Authors:  Erik Fenster; Charlie Fehl; Jeffrey Aubé
Journal:  Org Lett       Date:  2011-04-25       Impact factor: 6.005

2.  Stereoselective synthesis of tertiary ethers through geometric control of highly substituted oxocarbenium ions.

Authors:  Lei Liu; Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-09       Impact factor: 15.336

3.  Lead Diversification through a Prins-Driven Macrocyclization Strategy: Application to C13-Diversified Bryostatin Analogues.

Authors:  Paul A Wender; Kelvin L Billingsley
Journal:  Synthesis (Stuttg)       Date:  2013       Impact factor: 3.157

4.  FeCl3-Catalyzed Tandem Prins and Friedel-Crafts Cyclization: A Highly Diastereoselective Route to Polycyclic Ring Structures.

Authors:  Arun K Ghosh; Chad Keyes; Anne M Veitschegger
Journal:  Tetrahedron Lett       Date:  2014-07-23       Impact factor: 2.415

5.  One-pot synthesis of 2'-aminobenzothiazolo-arylmethyl-2-naphthols catalyzed by NBS under solvent-free conditions.

Authors:  Wei Lin Li; Li Li Wang; Qiu Yan Luo
Journal:  ScientificWorldJournal       Date:  2013-05-30
  5 in total

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