59. Copper-Catalyzed Enantioselective 1,2-Borylation of 1,3-Dienes
    Yangbin Liu, Daniele Fiorito, Clément Mazet*
    Chem. Sci. 2018, 9, 5284-5288

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.

archive ouverte unige:105717

DOI de la version éditeur : 10.1039/c8sc01538d (open access)

DOI du Dataset : 10.26037/yareta:mlpioupxxbbbrbjvazsteeewbm