4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 3, Pages 1618-1631

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02793

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Funding

  1. Grants-in-Aid for Scientific Research [16K13953, 15H05477] Funding Source: KAKEN

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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.

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