Enantioselective iodolactonization catalyzed by chiral quaternary ammonium salts derived from cinchonidine.
Chiral quaternary ammonium salts derived from cinchonidine have been applied to catalyze the stereoselective iodolactonizations of trans-5-aryl-4-pentenoic acids leading to a mixture of two regioselectively iodolactonized products with fair to excellent yield (37-98%) and moderate enantioselectivity (exo = 42.0% ee, endo = 31.0% ee) under mild conditions. This work is the first example of asymmetric iodolactonization reaction in the presence of less than a stoichiometric amount of chiral reagent.
Wang
Mang
M
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Science, Changchun, 130022, P. R. China.
Gao
Lian Xun
LX
Mai
Wen Peng
WP
Xia
Ai Xiang
AX
Wang
Fang
F
Zhang
Suo Bo
SB