Literature DB >> 18348568

Catalytic asymmetric hydroxylation of oxindoles by molecular oxygen using a phase-transfer catalyst.

Daisuke Sano1, Kazuhiro Nagata, Takashi Itoh.   

Abstract

The highly enantioselective catalytic hydroxylation of 3-substituted oxindoles was achieved by using a phase-transfer catalyst with molecular oxygen as an oxidant. The product then was converted to an optically active compound 8, which was a synthetic precursor of alkaloid CPC-1.

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Year:  2008        PMID： 18348568     DOI： 10.1021/ol800260r

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.

Authors:  Max Moskowitz; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

2.  Highly enantioselective catalytic benzoyloxylation of 3-aryloxindoles using chiral VAPOL calcium phosphate.

Authors:  Zuhui Zhang; Wenhua Zheng; Jon C Antilla
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-22       Impact factor: 15.336

3.  Total synthesis of oxidized welwitindolinones and (-)-N-methylwelwitindolinone C isonitrile.

Authors:  Kyle W Quasdorf; Alexander D Huters; Michael W Lodewyk; Dean J Tantillo; Neil K Garg
Journal:  J Am Chem Soc       Date:  2012-01-11       Impact factor: 15.419

4.  Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air.

Authors:  Hai-Jun Zhang; Alexander W Schuppe; Shi-Tao Pan; Jin-Xiang Chen; Bo-Ran Wang; Timothy R Newhouse; Liang Yin
Journal:  J Am Chem Soc       Date:  2018-04-09       Impact factor: 15.419

5.  Catalytic double stereoinduction in asymmetric allylic alkylation of oxindoles.

Authors:  Barry M Trost; Yong Zhang
Journal:  Chemistry       Date:  2010-01-04       Impact factor: 5.236

6.  Enantioselective nickel-catalyzed arylative and alkenylative intramolecular 1,2-allylations of tethered allene-ketones.

Authors:  Riccardo Di Sanza; Thi Le Nhon Nguyen; Naeem Iqbal; Stephen P Argent; William Lewis; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-01-21       Impact factor: 9.825

7.  A unified route to the welwitindolinone alkaloids: total syntheses of (-)-N-methylwelwitindolinone C isothiocyanate, (-)-N-methylwelwitindolinone C isonitrile, and (-)-3-hydroxy-N-methylwelwitindolinone C isothiocyanate.

Authors:  Kevin M Allan; Kenichi Kobayashi; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2012-01-11       Impact factor: 15.419

Review 8.  Chiral phase-transfer catalysis in the asymmetric α-heterofunctionalization of prochiral nucleophiles.

Authors:  Johannes Schörgenhumer; Maximilian Tiffner; Mario Waser
Journal:  Beilstein J Org Chem       Date:  2017-08-22       Impact factor: 2.883

9.  Synthesis of symmetrical and unsymmetrical 3,3-di(indolyl)indolin-2-ones under controlled catalysis of ionic liquids.

Authors:  Kurosh Rad-Moghadam; Masoumeh Sharifi-Kiasaraie; Homayun Taheri-Amlashi
Journal:  Tetrahedron       Date:  2010-02-06       Impact factor: 2.457
  9 in total

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