Literature DB >> 25317757

A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles.

Hao Cai1, Yu Zhou, Dong Zhang, Jinyi Xu, Hong Liu.   

Abstract

An asymmetric cascade Mannich/cyclization reaction between 3-isothiocyanato oxindoles and sulfimides using a commercially available organocatalyst has been developed. A wide range of structurally diverse spiro[imidazolidine-4,3'-oxindole] derivatives were obtained with good yields (up to 92%) and excellent enantioselectivities (up to 99% ee).

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Year:  2014        PMID: 25317757     DOI: 10.1039/c4cc06000h

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


  3 in total

1.  Construction of highly enantioenriched spirocyclopentaneoxindoles containing four consecutive stereocenters via thiourea-catalyzed asymmetric Michael-Henry cascade reactions.

Authors:  Yonglei Du; Jian Li; Kerong Chen; Chenglin Wu; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2017-07-07       Impact factor: 2.883

2.  Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

Authors:  Muhammad Siddique Ahmad; Atique Ahmad
Journal:  RSC Adv       Date:  2021-01-28       Impact factor: 3.361

3.  Enantioselective Synthesis of Spirooxindole Enols: Regioselective and Asymmetric [3+2] Cyclization of 3-Isothiocyanato Oxindoles with Dibenzylidene Ketones.

Authors:  Dan Du; Yu Jiang; Qin Xu; Xiao-Ge Li; Min Shi
Journal:  ChemistryOpen       Date:  2016-05-25       Impact factor: 2.911

  3 in total

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