Bifunctional organocatalyst for methanolytic desymmetrization of cyclic anhydrides: increasing enantioselectivity by catalyst dilution.
Highly enantioselective methanolysis of meso-cyclic anhydride was achieved with bifunctional organocatalyst containing a quinine-thiourea moiety; unusual concentration, temperature and solvent effects on the enantioselectivity can be explained in terms of a mechanism involving monomer-dimer equilibration of the catalyst.
Rho
Ho Sik
HS
Department of Chemistry, Sungkyunkwan University, 300 Cheoncheon, Jangan, Suwon, Gyeonggi, 440-746 Korea.
Oh
Sang Ho
SH
Lee
Ji Woong
JW
Lee
Jin Yong
JY
Chin
Jik
J
Song
Choong Eui
CE