Literature DB >> 23979548

Enantioselective synthesis of 3-hydroxy oxindoles by ytterbium-catalysed decarboxylative addition of β-ketoacids to isatins.

Zhiqiang Duan1, Jianlin Han, Ping Qian, Zirui Zhang, Yi Wang, Yi Pan.   

Abstract

A ytterbium(III)-indapybox catalysed enantioselective decarboxylative addition reaction of β-ketoacids to isatins is described. The biologically important 3-hydroxy oxindoles were obtained in high yields and excellent enantioselectivities.

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Year:  2013        PMID: 23979548     DOI: 10.1039/c3ob41460d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Organocatalytic Insertion of Isatins into Aryl Difluoronitromethyl Ketones.

Authors:  Ransheng Ding; Pegah R Bakhshi; Christian Wolf
Journal:  J Org Chem       Date:  2017-01-09       Impact factor: 4.354

3.  Synthesis of N-substituted 3-(2-aryl-2-oxoethyl)-3-hydroxyindolin-2-ones and their conversion to N-substituted (E)-3-(2-aryl-2-oxoethylidene)indolin-2-ones: synthetic sequence, spectroscopic characterization and structures of four 3-hydroxy compounds and five oxoethylidene products.

Authors:  Diana Becerra; Juan Castillo; Braulio Insuasty; Justo Cobo; Christopher Glidewell
Journal:  Acta Crystallogr C Struct Chem       Date:  2020-04-20       Impact factor: 1.172

4.  Crystal structure and Hirshfeld surface analysis of N-(2,6-di-methyl-phen-yl)-2-[3-hy-droxy-2-oxo-3-(2-oxoprop-yl)indolin-1-yl]acetamide.

Authors:  Intissar Nchioua; Abdulsalam Alsubari; Joel T Mague; Youssef Ramli
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-08-18

5.  A convenient enantioselective decarboxylative aldol reaction to access chiral α-hydroxy esters using β-keto acids.

Authors:  Zhiqiang Duan; Jianlin Han; Ping Qian; Zirui Zhang; Yi Wang; Yi Pan
Journal:  Beilstein J Org Chem       Date:  2014-04-29       Impact factor: 2.883

Review 6.  Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update.

Authors:  Bin Yu; Hui Xing; De-Quan Yu; Hong-Min Liu
Journal:  Beilstein J Org Chem       Date:  2016-05-18       Impact factor: 2.883

  6 in total

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