Literature DB >> 22064827

Chemoselective conversion of α-unbranched aldehydes to amides, esters, and carboxylic acids by NHC-catalysis.

Satoru Kuwano1, Shingo Harada, Raphaël Oriez, Ken-ichi Yamada.   

Abstract

Depending on the N-heterocyclic carbene catalyst utilized, α-unbranched aldehydes selectively provided amides, esters, or carboxylic acids through oxidation by NCS. The α-unbranched aldehyde underwent these reactions chemoselectively in the presence of an aromatic or α-branched aldehyde. This journal is © The Royal Society of Chemistry 2012

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Year:  2011        PMID： 22064827     DOI： 10.1039/c1cc15539c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Asymmetric NHC-catalyzed synthesis of α-fluoroamides from readily accessible α-fluoroenals.

Authors:  Philip Wheeler; Harit U Vora; Tomislav Rovis
Journal:  Chem Sci       Date:  2013-04       Impact factor: 9.825

2.  Nickel-catalyzed dehydrogenative cross-coupling: direct transformation of aldehydes into esters and amides.

Authors:  Aaron M Whittaker; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-11-25       Impact factor: 15.336

3.  Exploiting Acyl and Enol Azolium Intermediates via NHeterocyclic Carbene Catalyzed Reactions of Alpha-Reducible Aldehydes.

Authors:  Harit U Vora; Philip Wheeler; Tomislav Rovis
Journal:  Adv Synth Catal       Date:  2012-04-19       Impact factor: 5.837

Review 4.  A continuum of progress: applications of N-hetereocyclic carbene catalysis in total synthesis.

Authors:  Javier Izquierdo; Gerri E Hutson; Daniel T Cohen; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2012-10-16       Impact factor: 15.336

Review 5.  Cross-dehydrogenative coupling for the intermolecular C-O bond formation.

Authors:  Igor B Krylov; Vera A Vil'; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2015-01-20       Impact factor: 2.883
  5 in total

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