Highly efficient asymmetric synthesis of 3-indolyl(hydroxy)acetates via Friedel-Crafts alkylation of indoles.
An efficient enantioselective Friedel-Crafts alkylation of indoles to ethyl glyoxylate catalyzed by chiral N,N'-dioxide-Sc(III) complex was developed. The corresponding 3-indolyl(hydroxy)acetates compounds were afforded in good yields with high enantioselectivities (up to 95% ee).
Hui
Yonghai
Y
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, People's Republic of China.
Zhang
Qi
Q
Jiang
Jun
J
Lin
Lili
L
Liu
Xiaohua
X
Feng
Xiaoming
X
D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D000478:Alkylation; D002384:Catalysis; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D006038:Glyoxylates / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis*; D008024:Ligands; D008670:Metals / Q000737:chemistry; D008956:Models, Chemical; D010087:Oxides / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
D000085:Acetates; D006038:Glyoxylates; D007211:Indoles; D008024:Ligands; D008670:Metals; D010087:Oxides; D012997:Solvents