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Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes.
Journal article

Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes.

  • Liu Y University of Geneva , Department of Organic Chemistry , 30 quai Ernest Ansermet , 1211 Geneva-4 , Switzerland . Email: clement.mazet@unige.ch.
  • Fiorito D University of Geneva , Department of Organic Chemistry , 30 quai Ernest Ansermet , 1211 Geneva-4 , Switzerland . Email: clement.mazet@unige.ch.
  • Mazet C University of Geneva , Department of Organic Chemistry , 30 quai Ernest Ansermet , 1211 Geneva-4 , Switzerland . Email: clement.mazet@unige.ch.
  • 2018-07-13
Published in:
  • Chemical science. - 2018
General Chemistry
English A highly enantioselective Cu-catalyzed borylation of 2-substituted 1,3-dienes is reported. The use of a chiral phosphanamine ligand is essential in achieving high chemo-, regio-, diastereo- and enantioselectivity. It provides access to a variety of homoallylic boronates in consistently high yield and enantiomeric excess with 2-aryl and 2-heteroaryl 1,3-dienes as well as sterically demanding 2-alkyl 1,3-dienes. Preliminary investigations based on a non-linear effect study point to a mechanism involving more than one metal center.
Language
  • English
Open access status
gold
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Persistent URL
https://sonar.rero.ch/global/documents/70365
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