Stereochemically Defined Various Multisubstituted Alkenes Bearing a Tetrafluoroethylene (−CF2CF2−) Fragment

Stereochemically Defined Various Multisubstituted Alkenes Bearing a Tetrafluoroethylene (−CF2CF2−) Fragment

Highly regio- and stereoselective transformation of commercially available 4-bromo-3,3,4,4-tetrafluoro-1-butene into multisubstituted alkenes having a tetrafluoroethylene fragment through Heck reactions and/or Suzuki–Miyaura cross-coupling reactions was established. Thus, the obtained alkenes underw...

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Veröffentlicht in:Journal of organic chemistry 2017-02, Vol.82 (3), p.1618-1631
Hauptverfasser: Sakaguchi, Yukiho, Yamada, Shigeyuki, Konno, Tsutomu, Agou, Tomohiro, Kubota, Toshio
Format: Artikel
Sprache:eng
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Zusammenfassung:Highly regio- and stereoselective transformation of commercially available 4-bromo-3,3,4,4-tetrafluoro-1-butene into multisubstituted alkenes having a tetrafluoroethylene fragment through Heck reactions and/or Suzuki–Miyaura cross-coupling reactions was established. Thus, the obtained alkenes underwent a smooth reductive coupling reaction with aldehydes under the influence of MeLi/LiBr-free, affording structurally unprecedented fluorinated materials.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02793