Literature DB >> 19885468

Asymmetric construction of quaternary stereocenters by direct organocatalytic amination of 3-substituted oxindoles.

Zi-Qing Qian1, Feng Zhou, Tai-Ping Du, Bo-Lun Wang, Miao Ding, Xiao-Li Zhao, Jian Zhou.   

Abstract

Quinidine derivative (QD)(2)PYR was found to catalyze the asymmetric direct amination of unprotected prochiral 3-oxindole with DIAD to construct quaternary stereocenters at the C3 position with excellent enantioselectivity.

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Year:  2009        PMID： 19885468     DOI： 10.1039/b915257a

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


  9 in total

1.  α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent.

Authors:  Justin T Malinowski; Ericka J Malow; Jeffrey S Johnson
Journal:  Chem Commun (Camb)       Date:  2012-06-26       Impact factor: 6.222

2.  A General and Practical Palladium-Catalyzed Direct α-Arylation of Amides with Aryl Halides.

Authors:  Bing Zheng; Tiezheng Jia; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2014-01-13       Impact factor: 5.837

3.  Chiral calcium VAPOL phosphate mediated asymmetric chlorination and Michael reactions of 3-substituted oxindoles.

Authors:  Wenhua Zheng; Zuhui Zhang; Matthew J Kaplan; Jon C Antilla
Journal:  J Am Chem Soc       Date:  2011-02-22       Impact factor: 15.419

4.  Asymmetric catalytic aza-Morita-Baylis-Hillman reaction for the synthesis of 3-substituted-3-aminooxindoles with chiral quaternary carbon centers.

Authors:  Fang-Le Hu; Yin Wei; Min Shi; Suresh Pindi; Guigen Li
Journal:  Org Biomol Chem       Date:  2013-02-13       Impact factor: 3.876

5.  Enantioselective addition of diphenyl phosphonate to ketimines derived from isatins catalyzed by binaphthyl-modified organocatalysts.

Authors:  Hee Seung Jang; Yubin Kim; Dae Young Kim
Journal:  Beilstein J Org Chem       Date:  2016-07-20       Impact factor: 2.883

6.  Chiral 2-Aminobenzimidazole as Bifunctional Catalyst in the Asymmetric Electrophilic Amination of Unprotected 3-Substituted Oxindoles.

Authors:  Llorenç Benavent; Alejandro Baeza; Megan Freckleton
Journal:  Molecules       Date:  2018-06-06       Impact factor: 4.411

7.  Electrochemical Umpolung C-H Functionalization of Oxindoles.

Authors:  Miryam Pastor; Marie Vayer; Harald Weinstabl; Nuno Maulide
Journal:  J Org Chem       Date:  2021-12-28       Impact factor: 4.354

8.  Asymmetric Ugi 3CR on isatin-derived ketimine: synthesis of chiral 3,3-disubstituted 3-aminooxindole derivatives.

Authors:  Giordano Lesma; Fiorella Meneghetti; Alessandro Sacchetti; Mattia Stucchi; Alessandra Silvani
Journal:  Beilstein J Org Chem       Date:  2014-06-18       Impact factor: 2.883

9.  Direct catalytic enantioselective amination of ketones for the formation of tri- and tetrasubstituted stereocenters.

Authors:  B M Trost; J S Tracy; T Saget
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825
  9 in total

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