2019年度研究成果

1) Base-promoted lipase-catalyzed kinetic resolution of atropisomeric 1,1’-biaryl-2,2’-diols

Gamal A. I. Moustafa, Kengo Kasama, Koichi Higashio, Shuji Akai RSC Adv.,, 29, 530–536 (2018)9, 1165–1175 (2019).  DOI: 10.1039/c8ra09070j

Abstract: Herein we report a dramatic acceleration of the lipase-catalyzed kinetic resolution of atropisomeric 1,1’-biaryl-2,2’-diols by the addition of sodium carbonate. This result likely originates from the increased nucleophilicity of the phenolic hydroxyl group toward the acyl-enzyme intermediate. Under these conditions, various substituted C2-symmetric and non-C2-symmetric binaphthols and biphenols were efficiently resolved with ~50% conversion in only 13–30 h with excellent enantioselectivity.