Literature DB >> 26189644

Diastereoselective Johnson-Corey-Chaykovsky trifluoroethylidenation.

Yaya Duan1, Bin Zhou, Jin-Hong Lin, Ji-Chang Xiao.   

Abstract

(2,2,2-Trifluoroethyl)diphenylsulfonium triflate was found to be an efficient ylide reagent for the Johnson-Corey-Chaykovsky reaction to afford trifluoromethyl epoxides, cyclopropanes and aziridines. Interestingly, excellent but different diastereoselectivity was observed for these transformations. Both trifluoromethyl epoxides and cyclopropanes were obtained with trans-selectivity, whereas aziridines were obtained with cis-selectivity.

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Year:  2015        PMID： 26189644     DOI： 10.1039/c5cc04991a

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


  2 in total

1.  Telescoped, Divergent, Chemoselective C1 and C1-C1 Homologation of Imine Surrogates: Access to Quaternary Chloro- and Halomethyl-Trifluoromethyl Aziridines.

Authors:  Laura Ielo; Saad Touqeer; Alexander Roller; Thierry Langer; Wolfgang Holzer; Vittorio Pace
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-24       Impact factor: 15.336

2.  Asymmetric synthesis of CF2-functionalized aziridines by combined strong Brønsted acid catalysis.

Authors:  Xing-Fa Tan; Fa-Guang Zhang; Jun-An Ma
Journal:  Beilstein J Org Chem       Date:  2020-04-07       Impact factor: 2.883
  2 in total

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