Literature DB >> 21038072

Direct and efficient N-heterocyclic carbene-catalyzed hydroxymethylation of aldehydes.

Nadine Kuhl1, Frank Glorius.   

Abstract

The N-heterocyclic carbene-catalyzed coupling of several aldehydes with paraformaldehyde is reported, directly providing the corresponding valuable hydroxymethyl ketones. Results of first mechanistic experiments for this remarkably selective transformation are also provided.

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Year:  2010        PMID： 21038072     DOI： 10.1039/c0cc02416c

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


  5 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

2.  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

3.  Enantioselective Synthesis of (+)-Hippolide J and Reevaluation of Antifungal Activity.

Authors:  Renyu Guo; Sarah R Beattie; Damian J Krysan; M Kevin Brown
Journal:  Org Lett       Date:  2020-09-24       Impact factor: 6.005

4.  Application of Chan-Lam cross coupling for the synthesis of N-heterocyclic carbene precursors bearing strong electron donating or withdrawing groups.

Authors:  Liliang Huang; Chengxiang He; Zhihua Sun
Journal:  Sci Rep       Date:  2015-07-23       Impact factor: 4.379

5.  Enantioconvergent Biocatalytic Redox Isomerization.

Authors:  Yu-Chang Liu; Christian Merten; Jan Deska
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-20       Impact factor: 15.336
  5 in total

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