Highly enantioselective aryl transfer to aldehydes: a remarkable effect of sulfur substitution in amino thioacetate ligands.
Chiral amino thioacetate ligands were prepared from the corresponding amino alcohols and used as catalysts for enantioselective aryl transfer reaction. The amino thioacetates were remarkably superior to the corresponding amino alcohols. Low catalyst loadings of only 1-2.5 mol % were sufficient to achieve excellent enantioselectivity as well as high conversion in short reaction time. The results reveal that the thioacetoxy moiety of the amino thioacetates has a surprisingly beneficial effect in enhancing the asymmetric induction.
Jin
Myung-Jong
MJ
School of Chemical Science and Engineering, Inha University, Incheon 402-751, South Korea. mjjin@inha.ac.kr
Sarkar
Shaheen M
SM
Lee
Dong-Hwan
DH
Qiu
Huili
H