Abstract
Chiral (R)- and (S)-Betti bases have been initially synthesized from resolution of the corresponding racemic mixture by diastereomeric recrystallization method using l-(+)-tartaric acid, and then the copper complexes of the Betti bases have been studied in enantioselective allylic CH bond oxidation of olefins. This kind of ligands gave enantioenriched allylic esters with good to high yields and satisfactory enantioselectivities under optimized conditions. In addition, the thermodynamic stability of the Betti base mixture and binding energy between the racemic Betti bases and l-(+)-tartaric acid in the resolution process have been calculated using the M06–2X method and 6–311++G(d,p) basis set. Furthermore, the bioactivity of the synthesized chiral allylic esters has been investigated towards the PI3Kα enzyme with the use of AutoDock Vina.
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