Literature DB >> 22540839

Synthesis of N-alkoxycarbonyl ketimines derived from isatins and their application in enantioselective synthesis of 3-aminooxindoles.

Wenjin Yan1, Dong Wang, Jingchao Feng, Peng Li, Depeng Zhao, Rui Wang.   

Abstract

A simple and general method in the synthesis of N-alkoxycarbonyl ketimines derived from isatins has been described first. Generally, the enantioselective addition of 1,3-dicarbonyl compounds to this kind of ketimine affords chiral 3-amino oxindoles in high yield and excellent ee.

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Year:  2012        PMID: 22540839     DOI: 10.1021/ol3007953

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


  5 in total

1.  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

2.  Organocatalytic asymmetric allylic amination of Morita-Baylis-Hillman carbonates of isatins.

Authors:  Hang Zhang; Shan-Jun Zhang; Qing-Qing Zhou; Lin Dong; Ying-Chun Chen
Journal:  Beilstein J Org Chem       Date:  2012-08-06       Impact factor: 2.883

3.  Organocatalytic asymmetric Michael addition of unprotected 3-substituted oxindoles to 1,4-naphthoquinone.

Authors:  Jin-Sheng Yu; Feng Zhou; Yun-Lin Liu; Jian Zhou
Journal:  Beilstein J Org Chem       Date:  2012-08-23       Impact factor: 2.883

4.  Construction of chiral α-tert-amine scaffolds via amine-catalyzed asymmetric Mannich reactions of alkyl-substituted ketimines.

Authors:  Chihiro Homma; Aika Takeshima; Taichi Kano; Keiji Maruoka
Journal:  Chem Sci       Date:  2020-11-27       Impact factor: 9.825

5.  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

  5 in total

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