Literature DB >> 26796922

Catalytic asymmetric dearomatization (CADA) reactions of phenol and aniline derivatives.

Wen-Ting Wu1, Liming Zhang2, Shu-Li You1.   

Abstract

Phenols are widely used as starting materials in both industrial and academic society. Dearomatization reactions of phenols provide an efficient way to construct highly functionalized cyclohexadienones. The main challenge to make them asymmetric by catalytic methods is to control the selectivity while overcoming the loss of aromaticity. In this tutorial review, an up to date summary of recent progress in CADA reactions of phenol and aniline derivatives is presented.

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Year:  2016        PMID: 26796922     DOI: 10.1039/c5cs00356c

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


  32 in total

1.  Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

Authors:  Seung Wook Kim; Tabitha T Schempp; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-06       Impact factor: 15.336

2.  Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines.

Authors:  Seung Wook Kim; Leyah A Schwartz; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

3.  Oxidative Coupling of 3-Oxindoles with Indoles and Arenes.

Authors:  Houng Kang; Adriana L Jemison; Erin Nigro; Marisa C Kozlowski
Journal:  ChemSusChem       Date:  2019-05-27       Impact factor: 8.928

4.  Visible-Light-Induced Dearomatizations.

Authors:  Mikiko Okumura; David Sarlah
Journal:  European J Org Chem       Date:  2019-09-25

5.  Complete Genome Sequence of Sphingobium baderi DE-13, an Alkyl-Substituted Aniline-Mineralizing Bacterium.

Authors:  Minggen Cheng; Yi Li; Yan Ma; Jiguo Qiu; Xin Yan; Jian He
Journal:  Curr Microbiol       Date:  2017-08-22       Impact factor: 2.188

6.  Amphiphilic π-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups.

Authors:  Arismel Tena Meza; Thomas Wurm; Lewis Smith; Seung Wook Kim; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-01-19       Impact factor: 15.419

Review 7.  Chemoenzymatic Total Synthesis of Natural Products.

Authors:  Suman Chakrabarty; Evan O Romero; Joshua B Pyser; Jessica A Yazarians; Alison R H Narayan
Journal:  Acc Chem Res       Date:  2021-02-18       Impact factor: 22.384

8.  Dearomatization of Electron-Deficient Phenols to ortho-Quinones: Bidentate Nitrogen-Ligated Iodine(V) Reagents.

Authors:  Xiao Xiao; Nathaniel S Greenwood; Sarah E Wengryniuk
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-20       Impact factor: 15.336

9.  Whole-cell biocatalysis platform for gram-scale oxidative dearomatization of phenols.

Authors:  Summer A Baker Dockrey; Tyler J Doyon; Jonathan C Perkins; Alison R H Narayan
Journal:  Chem Biol Drug Des       Date:  2018-11-28       Impact factor: 2.817

10.  Enantioselective Kinetic Resolution/Desymmetrization of Para-Quinols: A Case Study in Boronic-Acid-Directed Phosphoric Acid Catalysis.

Authors:  Banruo Huang; Ying He; Mark D Levin; Jaime A S Coelho; Robert G Bergman; F Dean Toste
Journal:  Adv Synth Catal       Date:  2019-09-06       Impact factor: 5.837

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