67. [n]Dendralenes as a Platform for Selective Catalysis: Ligand-Controlled Cu-Catalyzed Chemo-, Regio-, and Enantioselective Borylations
    Camille Desfeux, Céline Besnard, Clément Mazet*
    Org. Lett. 2020, 22, 8181-8187

We report the development of two complementary methods for the Cu-catalyzed anti-Markovnikov borylation of one specific olefin in 2-substituted [n]dendralenes (n = 3–6). The first protocol operates with a bisphosphine ligand and occurs with high regio- and chemoselectivity for the terminal double bond, independently of the number of cross-conjugated alkenes. We show that the use of a chiral phosphanamine ligand enables the highly chemo-, regio-, and enantioselective borylation of the alkene cross-conjugated with the terminal olefin in [n]dendralenes.

archive ouverte unige:140304

DOI de la version éditeur : 10.1021/acs.orglett.0c01892 

DOI de l'AAM : 10.26037/yareta:quv7e4hltndipajdtj7psdupcy 

DOI du Dataset : 10.26037/yareta:7vl2yzvvvzforinscwwy4nf6ly