Literature DB >> 23403488

Acyl anion free N-heterocyclic carbene organocatalysis.

Sarah J Ryan1, Lisa Candish, David W Lupton.   

Abstract

Reaction discovery using N-heterocyclic carbene organocatalysis has been dominated by the chemistry of acyl anion equivalents. Recent studies demonstrate that NHCs are far more diverse catalysts, with a variety of reactions discovered that proceed without acyl anion equivalent formation. In this tutorial review selected examples of acyl anion free NHC catalysis using carbonyl compounds are presented.

Entities:  

Year:  2013        PMID: 23403488     DOI: 10.1039/c3cs35522e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  39 in total

Review 1.  Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.

Authors:  Darrin M Flanigan; Fedor Romanov-Michailidis; Nicholas A White; Tomislav Rovis
Journal:  Chem Rev       Date:  2015-05-20       Impact factor: 60.622

Review 2.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

3.  N-heterocyclic-carbene-catalyzed synthesis of 2-aryl indoles.

Authors:  M Todd Hovey; Christopher T Check; Alexandra F Sipher; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-14       Impact factor: 15.336

4.  Switchable selectivity in an NHC-catalysed dearomatizing annulation reaction.

Authors:  Chang Guo; Mirco Fleige; Daniel Janssen-Müller; Constantin G Daniliuc; Frank Glorius
Journal:  Nat Chem       Date:  2015-08-31       Impact factor: 24.427

5.  Catalytic Kinetic Resolution of a Dynamic Racemate: Highly Stereoselective β-Lactone Formation by N-Heterocyclic Carbene Catalysis.

Authors:  Ryne C Johnston; Daniel T Cohen; Chad C Eichman; Karl A Scheidt; Paul Ha-Yeon Cheong
Journal:  Chem Sci       Date:  2014-05-01       Impact factor: 9.825

6.  Theoretical study of the mechanism of the N-heterocyclic carbene-catalyzed cyclotetramerization of acrylates.

Authors:  Dehui Chang; Qiaoqiao Yang; Meng Li; Ran Fang
Journal:  J Mol Model       Date:  2015-12-22       Impact factor: 1.810

7.  A dual Lewis base activation strategy for enantioselective carbene-catalyzed annulations.

Authors:  Javier Izquierdo; Ane Orue; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2013-07-11       Impact factor: 15.419

8.  An overview of N-heterocyclic carbenes.

Authors:  Matthew N Hopkinson; Christian Richter; Michael Schedler; Frank Glorius
Journal:  Nature       Date:  2014-06-26       Impact factor: 49.962

9.  Azaindole synthesis through dual activation catalysis with N-heterocyclic carbenes.

Authors:  Hayden A Sharma; M Todd Hovey; Karl A Scheidt
Journal:  Chem Commun (Camb)       Date:  2016-07-01       Impact factor: 6.222

10.  Asymmetric synthesis of highly functionalized tetrahydropyrans via a one-pot organocatalytic Michael/Henry/ketalization sequence.

Authors:  Robert Hahn; Gerhard Raabe; Dieter Enders
Journal:  Org Lett       Date:  2014-06-27       Impact factor: 6.005

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