Literature DB >> 31725305

Asymmetric Conjugate Addition of Ethylene Sulfonyl Fluorides to 3-Amido-2-oxindoles: Synthesis of Chiral Spirocyclic Oxindole Sultams.

Jie Chen1, Bao-Qin Huang1, Zeng-Qing Wang1, Xue-Jing Zhang1, Ming Yan1.   

Abstract

An enantioselective conjugate addition of ethylene sulfonyl fluorides to 3-amido-2-oxindoles has been developed. Quinine-derived squaramides were identified as efficient catalysts. A series of spirocyclic oxindole sultams were prepared with excellent yields and enantioselectivities. A reaction mechanism via bifunctional activation was proposed.

Entities:  

Year:  2019        PMID： 31725305     DOI： 10.1021/acs.orglett.9b03911

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


  3 in total

1.  SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates.

Authors:  Bing-Yu Li; Lauren Voets; Ruben Van Lommel; Fien Hoppenbrouwers; Mercedes Alonso; Steven H L Verhelst; Wim M De Borggraeve; Joachim Demaerel
Journal:  Chem Sci       Date:  2022-01-05       Impact factor: 9.825

2.  Photoredox-catalyzed aminofluorosulfonylation of unactivated olefins.

Authors:  Tao Zhong; Ji-Tao Yi; Zhi-Da Chen; Quan-Can Zhuang; Yong-Zhao Li; Gui Lu; Jiang Weng
Journal:  Chem Sci       Date:  2021-06-07       Impact factor: 9.825

3.  Radical 1-Fluorosulfonyl-2-alkynylation of Unactivated Alkenes.

Authors:  Nils Lennart Frye; Constantin G Daniliuc; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-27       Impact factor: 16.823
  3 in total

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