Literature DB >> 20726025

Aldehyde umpolung by N-heterocyclic carbenes: NMR characterization of the Breslow intermediate in its keto form, and a spiro-dioxolane as the resting state of the catalytic system.

Albrecht Berkessel1, Silvia Elfert, Kerstin Etzenbach-Effers, J Henrique Teles.   

Abstract

Entities:  

Year:  2010        PMID: 20726025     DOI: 10.1002/anie.200907275

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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  12 in total

1.  Mechanistic investigation of the enantioselective intramolecular stetter reaction: proton transfer is the first irreversible step.

Authors:  Jennifer L Moore; Anthony P Silvestri; Javier Read de Alaniz; Daniel A DiRocco; Tomislav Rovis
Journal:  Org Lett       Date:  2011-02-28       Impact factor: 6.005

2.  Isolable analogues of the Breslow intermediate derived from chiral triazolylidene carbenes.

Authors:  Daniel A DiRocco; Kevin M Oberg; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-03-28       Impact factor: 15.419

3.  Oxyanion steering and CH-π interactions as key elements in an N-heterocyclic carbene-catalyzed [4 + 2] cycloaddition.

Authors:  Scott E Allen; Jessada Mahatthananchai; Jeffrey W Bode; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2012-07-16       Impact factor: 15.419

4.  α,β-Unsaturated acyl azoliums from N-heterocyclic carbene catalyzed reactions: observation and mechanistic investigation.

Authors:  Jessada Mahatthananchai; Pinguan Zheng; Jeffrey W Bode
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-05       Impact factor: 15.336

5.  The effect of the N-mesityl group in NHC-catalyzed reactions.

Authors:  Jessada Mahatthananchai; Jeffrey W Bode
Journal:  Chem Sci       Date:  2012-01-01       Impact factor: 9.825

6.  Rate and equilibrium constants for the addition of N-heterocyclic carbenes into benzaldehydes: a remarkable 2-substituent effect.

Authors:  Christopher J Collett; Richard S Massey; James E Taylor; Oliver R Maguire; AnnMarie C O'Donoghue; Andrew D Smith
Journal:  Angew Chem Int Ed Engl       Date:  2015-04-23       Impact factor: 15.336

7.  Rate and Equilibrium Constants for the Addition of N-Heterocyclic Carbenes into Benzaldehydes: A Remarkable 2-Substituent Effect.

Authors:  Christopher J Collett; Richard S Massey; James E Taylor; Oliver R Maguire; AnnMarie C O'Donoghue; Andrew D Smith
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-04-23

8.  NHC-catalysed benzoin condensation - is it all down to the Breslow intermediate?

Authors:  Julia Rehbein; Stephanie-M Ruser; Jenny Phan
Journal:  Chem Sci       Date:  2015-07-21       Impact factor: 9.825

9.  Evidence of Diradicals Involved in the Yeast Transketolase Catalyzed Keto-Transferring Reactions.

Authors:  Ning-Shian Hsu; Yung-Lin Wang; Kuan-Hung Lin; Chi-Fon Chang; Shyue-Chu Ke; Syue-Yi Lyu; Li-Jen Hsu; Yi-Shan Li; Sheng-Chia Chen; Kuei-Chen Wang; Tsung-Lin Li
Journal:  Chembiochem       Date:  2018-10-18       Impact factor: 3.164

10.  NHC-catalysed highly selective aerobic oxidation of nonactivated aldehydes.

Authors:  Lennart Möhlmann; Stefan Ludwig; Siegfried Blechert
Journal:  Beilstein J Org Chem       Date:  2013-03-22       Impact factor: 2.883

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